414 results about "Wittig reaction" patented technology

The invention belongs to the technical field of organic luminescence materials. The gathering luminescence material of the invention contains a triphenyl thylene structure, ketone carbonyl is converted into double bonds by substituent phenyl ketone through a Wittig reaction or a Wittig-Horner reaction during synthesis, and the triphenyl thylene structure is formed and then is connected with otheraromatic base groups. The synthesis method has simple technique and easy purification, and the synthesized organic luminescence material containing the triphenyl thylene structure not only has obvious gathering induced luminescence performance, high thermal stability, high vitrifaction transformation temperature and high luminescence intensity, but also is suitable for preparing a luminescence layer material in an organic electroluminescence material component; by introducing proper base groups, and the organic luminescence material also can be used as a fluorescent probe and organic solar battery sensitizing dyestuff.

The invention relates to a method for preparing vitamin A acetate through a one-pot method, which comprises the following steps: reacting C14 aldehyde and an intermediate compound C1 (tetraethyl methylenediphosphonate or tetramethyl methylenediphosphonate) under alkaline conditions to generate C15 phosphonate; and under the condition of not separating the C15 phosphonate, directly reacting the C15 phosphonate and C5 aldehyde through a one-pot method, thus preparing the vitamin A acetate. According to the method, two Wittig reaction steps are combined and performed in one pot, the technical operation is simple, the use and separation of solvent are reduced, the drying of the C15 phosphonate is avoided, the technical process is short, and the reaction is performed at a preselected temperature, thereby improving the reaction selectivity, avoiding the cryogenic operation environment and lowering the energy consumption; and meanwhile, the waste water discharge is reduced, and the method is economical and environment-friendly. The obtained vitamin A acetate has high product purity, high yield and low cost, and is beneficial to industrial production.

The invention provides an improved preparation method for vitamin A acetate, which adopts a route of C15+C5 with Wittig reaction as characteristics, namely, using a carbon 15 phosphonic acid dialkyl ester and a C 5-aldehyde to react under the function of alkali to generate the vitamin A acetate. The invention is characterized in that a mixture of toluene and pyridine (or the methyl substitutes of pyridine) is used as a reaction solvent to enable the reaction to be carried on in an environment close to a room temperature and to reach the yield that can be achieved only under extremely low temperature, which greatly reduces the energy consumption and the difficulties of production operation and is beneficial to industrial production.

The invention provides a method for synthesizing cholesterol by using stigmasterol degradation products as raw materials. The method comprises the following steps: 1) performing an etherification reaction on 3-carbonyl-4-pregnene-22-aldehyde and triethyl orthoformate to obtain 3-ethyoxyl-3,5-pregnadiene-22-aldehyde; 2) preparing a 3-methylbutyltriphenyl phosphonium chloride solution; 3) adding potassium tert-butoxide into the 3-methylbutyltriphenyl phosphonium chloride solution, performing a wittig reaction on the 3-methylbutyltriphenyl phosphonium chloride solution and the 3-ethyoxyl-3,5-pregnadiene-22-aldehyde to obtain 3-ethyoxyl-3,5,22-triene cholestane; 4) catalyzing the 3-ethyoxyl-3,5,22-triene cholestane to perform a selective hydrogenation reaction to obtain 3-ethyoxyl-5-ene cholestane; 5) performing a reaction on the 3-ethyoxyl-5-ene cholestane and acetic anhydride to obtain 3-acetyl-5-ene cholestane; 6) performing a hydrolysis reaction on the 3-acetyl-5-ene cholestane to obtain the cholesterol. The synthesizing method is simple in process, and the mole yield of the cholesterol exceeds 85 percent by using the stigmasterol degradation products which are cheap and easily obtained as the raw materials; the production cost is low, the process is environmentally friendly, and the method is economical and environmentally friendly, and facilitates industrial implementation.

The invention relates to the field of organic nonlinear optical materials and relates to methyl pyridinium with an organic two-photon absorption material, and a preparation method and the application of the methyl pyridinium. The structural formula of the product is described in structural formula (I); the preparation method comprises the steps of taking 2,6-dimethyl pyridine as a raw material and finally obtaining a compound (I) by conducting oxidizing reaction, esterification reaction, methylolation reaction, halogenation reaction, nucleophilic addition reaction, Wittig reaction and the final methylation reaction. The raw materials are easy to access, and the synthesis steps are simple. The compound (I) has excellent two-photon absorption performance and good water solubility and is an ideal biological fluorescence probe; an obvious solvatochromism phenomenon easily occurs, the compound can be used for detecting water content in a common organic solvent, can also be used as a fluorescent probe for detecting the PH value in a solution system, has a series of advantages of high sensibility, quick response, identification by naked eyes and the like, and has an excellent application prospect.

The invention provides a method for synthesizing cholesterol by using pregnenolone as a raw material. The method comprises the following steps: 1) adding potassium acetate into methyl alcohol, and performing a reaction on sulfonate to obtain 6-methoxyl-3,5-cyclo-5alpha-pregn-20-one; 2) performing a reaction on triphenylphosphine and 1-chloro-4-methylpentane in an aprotic solvent to obtain a 4-methylbutyltriphenyl phosphonium chloride solution; 3) adding potassium tert-butoxide into the 4-methylbutyltriphenyl phosphonium chloride solution, and performing a wittig reaction; 4) under the catalysis of a rhodium catalyst, performing an asymmetric hydrogenation reaction to obtain 6-methoxyl-3,5-cyclo-5alpha-cholestane; 5) performing a catalytic hydrolysis deprotection reaction by using sulfuric acid to obtain the cholesterol. The method provided by the invention has the advantages that six-step reactions in the conventional method are simplified into four-step reactions, and a ring-opening reaction in which a great number of hydrochloric acid and a large number of zinc powder are consumed in a route of using saponin as an initial raw material. The synthesizing method is simple in process, the consumption of the raw material and auxiliary materials is low, and the mole yield is high; the method is economical and environmentally friendly, and facilitates industrial implementation.

The present invention provides a new synthesis method of a baricitinib compound 11. According to the present invention, by using a compound 1 as a staring raw material, the amino group is protected by directly using ethanesulfonyl chloride, and direct cyclization is directly performed by using the effect of an alkali to obtain a key intermediate compound 3 so as to avoid the use of other protection groups and substantially improve the route efficiency and the atomic economy; during the compound 5 preparation, a Wittig reaction is performed by using triphenylphosphine acetonitrile so as to avoid the use of strong alkali and improve the reaction yield; the completely-new neopentyl glycol borate derivative compound 8 has good stability and good crystallinity so as to simplify the separation and purification process; and the route is simple to operate and has the high yield, the purity of the obtained product is high, and the synthesis method is suitable for amplification production. The formulas 1-11 are defined in the specification.

The invention belongs to the technical field of production of vitamin A and its derivatives, in particular to a method for preparing vitamin A acetate. The method comprises the following steps: (1) mixing triphenylphosphine and acid in supercritical CO2, and then contacting the obtained mixture with vinyl-beta-ionol for salt formation to obtain C15 phosphine salt; (2) after adding solvent water, ionic liquid and C5 aldehyde to the finished system of step (1) , CO2 is released for solvent replacement, and the materials are uniformly mixed; (3) adding an extractant to the system after the solvent replacement of step (2), stirring and adding an alkali solution for Wittig reaction to obtain the vitamin A acetate. The method of the invention has mild reaction conditions, safe production and easy control, and the purity and reaction yield of the final product are high.

The invention discloses a novel method used for synthesizing cholesterol. The novel method comprises following steps: 1, stigmasterol 02 is dissolved in an organic solvent I, and is subjected to silicon etherification reaction with trimethylchlorosilane under the effect of a catalyst, and a compound 03 is obtained via water washing and condensation; 2, the compound 03 is dissolved in an organic solvent II for ozone oxidation, zinc powder and acetate acid gracial are added for reduction, after reduction, filtering, washing, and condensation are carried out so as to obtain a compound 04; 3, triphenylphosphine is reacted with 1-halogenated-3-methyl butane so as to obtain 3-methyl butyl triphenyl halogenated phosphorus, the 3-methyl butyl triphenyl halogenated phosphorus is added into an aprotic solvent, a strong base is added, wittig reaction with a compound 4 is carried out, and neutralizing, condensation, and filtering are carried out so as to obtain a compound 05; 4, the compound 05 is subjected to selective hydrogenation in a solvent III under the action of a catalyst and a passivator, and filtering, condensation, and crystallization are carried out so as to obtain cholesterol 01. The novel method is simple; raw materials are cheap; the novel method is economic and is friendly to the environment, and is convenient for industrialized production.

The invention provides a method for transforming 11-cis-tretinoin into all-trans tretinoin, which is characterized by using a palladium nitrate composite catalyst. The invention also provides a method for synthesizing the all-trans tretinoin, which comprises the following steps of: using compounds (II) and (III) as raw materials to perform WITTIG reaction under the action of alkali so as to obtain a mixture of all-trans retinoic acid ester and 11-cis-retinoic acid ester; performing hydrolysis and acidification to obtain a mixture of the all-trans tretinoin and an isomer 11-cis-tretinoin; and transforming the isomer to obtain the target product namely the all-trans tretinoin. The method can be finished by two steps and has the advantages of complete reaction, high yield, less isomer content in the finished product and low cost, and is suitable for industrial production.

The invention belongs to the field of drug synthesis and relates to an entecavir compound and a synthetic method of an intermediate of the entecavir compound. The novel synthetic method comprises: by taking (S)-3-hydroxyl dimethyl adipate as an initial raw material, preparing an intermediate 9 through hydroxyl TBS protection, Dieckmann condensation reaction, ketone protection to ketal, ester group reduction to hydroxyl, hydroxyl protection, deprotection, ketone to silyl enol ether and Rubottom oxidizing reaction; and preparing entecavir from the intermediate 9 through wittig reaction, Mitsunobu reaction, silicon preventing radical group removal and basic hydrolysis. The novel synthetic method provided by the invention is mild and easily controllable in reaction condition, simple to operate, high in product yield, high in purity and suitable for industrialized mass production.

The present invention relates to a preparation method of 8 (Z/E)-dodecylene-1-yl acetate of pheromone of oriental fruit moth of pests of fruit trees of the lep-idoptera tortricidae. In the method, 1, 8-octandiol is used as raw material, treated through unilateral bromination with hydrobromic acid, acetylated and transformed into aldehyde with N-oxidated pyridyl; finally the 1, 8-octandiol and bromide butyl triphenyl have the Scholer-Wittig reaction to synthesize the target compound. The method has the advantages of raw materials that can be easily prepared, simple process, mild conditions, high yield, low cost, suitability for large-scale production, and so on. The method provides necessary conditions for the wide application of the pheromone of oriental fruit moth to replace chemical pesticides so as to prevent and treat the pests of fruits, and has higher theoretical significance and excellent application value.

The invention discloses a method for preparing progesterone by taking 1,4-androstenedione as a raw material, which comprises the following steps: 1) dissolving 1,4-androstenedione into an organic solvent, adding the acid of trimethyl orthoformate or triethyl orthoformate, and introducing nitrogen to protect the 1,4-androstenedione to synthesize the enol ether of 1,4-androstenedione, namely 3-methoxy-androstane 3,5-diene-20-ketone; and 2) dispersing (1-methoxy ethyl)-triphenylphosphine salt in a reaction medium, an organic solvent, adding alkali at low temperature, performing a Wittig reaction of the 3-methoxy-androstane 3,5-diene-20-ketone synthesized in the step 1), and purifying and crystallizing to obtain progesterone. By adopting the 1,4-androstenedione as the raw material, the method solves the problem that of lack in raw materials for synthesizing steroid drugs such as progesterone, and improves the utilization rate of 1,4-androstenedione and the yield of progesterone; the preparation process is simple.

The invention discloses a soluble triphenylamine type organic micromolecular hole transport material and a preparation method and application thereof. According to the triphenylamine type organic micromolecular hole transport material, dendrons containing triphenylamine groups are introduced onto different cores, so that the prepared hole transport material has certain solubility and can be purified by a solution method. The triphenylamine type organic micromolecular hole transport material disclosed by the invention can be prepared through firstly synthesizing different modules, namely cores and dendrons, and then correspondingly synthesizing respectively by adopting Wittig reaction, so that routes of synthesis are relatively simple, and the purification is convenient. The triphenylamine type organic micromolecular hole transport material has an important application prospect in organic electroluminescent devices.

The invention relates to a process for synthesizing resveratrol by using de-methylation technology, which comprises using 3,5,4'-trimethoxyl diphenyl ethylene as raw material, using aluminium chloride/ pyridine as catalyst for synthesizing Resveratrol through demethyl process, and employing market available methoxyl benzyl chloride for Wittig reaction with 3,5- dimethoxybenzaldehyde, thus preparing intermediate 3,5,4'-trimethoxyl diphenyl ethylene.

The invention discloses a method for preparing nebivolol hydrochloride. An L-nebivolol hydrochloride with four chiral centers and a D-nebivolol hydrochloride with four chiral centers are obtained through carrying out processes of bromination, a wittig reaction, a reduction reaction, a hydrolysis reaction, a condensation reaction, a chiral inversion reaction, a ring-opening addition reaction, a hydrogenation debenzylation reaction, salt forming and the like on raw materials consisting of a simple achiral compound and a cheap chiral aldehyde with only one chiral center. The process of the invention, which has the advantages of cheap and easily available raw material, mild reaction condition, and no pollution to environment, is suitable for the industrialization production.

Charged and neutral small fluorescent molecules based upon the styryl scaffold are useful as imaging agents for misfolded proteins such as amyloid plaque. Charged molecules are prepared using pyrrolidine catalyzed reactions by solution-phase synthesis. Neutral styryl molecules are prepared using acetic anhydride catalyzed reactions, Horner-Emmons reactions or Wittig reactions.

The present invention is multiramose double photon pumped fluorescent oxdiazole material and its preparation process. The oxdiazole material is prepared with polycyclic arene bromide and 3, 5-bis{2-(4-tertiary butyl phenyl)-5-[1, 3, 4]-oxdiazolyl}-styrene or 2-(4-tertiary butyl phenyl)-5-[1, 3, 4]-oxdiazolyl-styrene, and through Heck reaction inside mixed solvent of triethylamine and N, N-dimethyl formamide catalyst under the action of catalyst palladium acetate and tri-o-methylphenyl phosphide; or prepared with triphenylamido aromatic aldehyde derivative and benzyl bromo triphenyl phosphine containing [1, 3, 4]-oxdiazole structure, and through solid and liquid Wittig reaction. The oxdiazole material possesses sufficient double photon absorption cross section, high double photon fluorescence efficiency and high heat stability, and can emit strong double photon up converted green and blue fluorescence under the excitation of 800 nm laser beam.

This invention relates to an improved method for synthesizing resveratrol, which takes 3, 5, 4'-methylate toluylene as the raw material, 1, 3, 5-trimethylbenzene as the solvent and hydroquinone as the antioxidant to synthesize resveratrol with alchlor/pyridine as the catalyst and applies commercial cheap anisyl chlorben and 3, 5-dimethoxy benzene formaldehyde for wittig reaction to prepare an intermediate 3, 5, 4'-methylate toluylene.

A method of preparing for 7-amido-3-ethylene cephalosporanic acid considers 7-phenylacetyl amino-3-chloromethyl cephalosporanic acid p-methoxybenzyl ester (GCLE) as a starting material and adopts the Wittig reaction. Ethylene is introduced on position 3 to obtain 7-phenylacetyl amino-3- ethylene-4- cephalosporanic acid p-methoxybenzyl ester, and a product GVNE is obtained. The GVNE is used to prepare for 7-amido-3-7 alkenyl cephalosporanic acid (7-AVCA). The present invention has the main technical characteristic that the triethyl phosphite with quite low price is used to replace triphenyl-phosphonium in the preparation of the GVNE to realize the purpose of introducing the ethylene on the position 3 of GCLE to prepare for the GVNE. The production method is simple; the cost of the main materials is low; the yield is high; the comprehensive benefit efficiency is high; the present invention is applicable to the large scale industrialized preparation of 7-AVCA.

The invention provides a method for preparing 2-(1-methylethyl)-5-[(E)-2-phenylethenyl]benzene-1,3-diol, belongs to the technical field of medicine preparation and particularly provides a simple method for preparing 2-(1-methylethyl)-5-[(E)-2-phenylethenyl]benzene-1,3-diol. The method includes the following steps that 4-isopropylbenzaldehyde serves as the starting material, 3,5-dibromo-4-isopropylbenzaldehyde is obtained through 3,5 position bromination, 3,5-dimethoxy-4-isopropylbenzaldehyde is synthesized with sodium methoxide, then 3,5-dyhydroxy-4-isopropylbenzaldehyde is obtained through demethylation with pyridine, 3,5-dialkyl ester-4-isopropylbenzaldehyde is obtained through esterification, 2-(1-methylethyl)-5-[(E)-2-phenylethenyl]benzene-1,3-diol protected by carbethoxy is obtained through wittig reaction, and the target compound, namely 2-(1-methylethyl)-5-[(E)-2-phenylethenyl]benzene-1,3-diol, is obtained through hydrolysis reaction. The method has the advantages that the number of reaction steps is small, reaction conditions are mild and industrialization is easy, and can meet the synthesis requirement of 2-(1-methylethyl)-5-[(E)-2-phenylethenyl]benzene-1,3-diol raw materials.

The present invention relates to an application of a new LJ intramolecular isomerization reaction in preparation of a wittig reagent and a herbicide of glufosinate-ammonium. With the application, a new approach of a synthesis route for preparing the wittig reagent and the glufosinate-ammonium is developed, the disadvantages of the existing wittig reaction are improved, and the industrial design of the glufosinate-ammonium production is improved.