41 results about "1-Tetralone" patented technology

The present invention relates to a preparing method of agomelatine (N-[2-(7- anisyl-1- naphthyl) ethide] acetamide) of melatonin antidepressant drugs of commercial production. Firstly, 7- anisyl-1-tetralone is used as raw material, and is prepared into 2-(1,2,3,4- tetrahydrochysene-1- oxhydryl-7- methoxynaphthalene-1-base) acetonitrile in a cyanophoric way; then, 2-(1,2- dihydro-1-oxhydryl-7- methoxynaphthalene-1-base) acetonitrile is generated in an aromatization dehydrogenation way, and (7-- anisyl-1- naphthyl) acetonitrile is generated in a backflow reaction dehydrogenation way; finally, the agomelatine (N-[2-(7- anisyl-1- naphthyl) ethide] acetamide) is generated by reducing and acetylizing in a one-kettle way. The present invention has the advantages of high product purity, friendly environment, convenient operation and low cost, and is suitable for the commercial production.

The invention provides a preparation method of a velpatasvir intermediate. According to the preparation method, ortho-toluidine is taken as an initial raw material, amino acetylation protection, Friedel-Crafts acylation, deamination protection, diazotization, and bromination are adopted so as to obtain 3-bromomethyl-4-bromoacetophenone; and alkylation with 7-hydroxy-1-tetralone, intramolecular coupling, and bromination are adopted so as to obtain 9-bromo-3-(2-bromoacetyl)-10, 11-dihydro-5H-benzo[d]naphtho[2,3-b]pyran-8(9H)-one. The yield and the purity of the velpatasvir intermediate preparedvia the preparation method are high, cost is low, and large size production is convenient to realize.

The invention provides a near-infrared fluorescent probe for rapid detection of peroxynitrite ions (ONOO-) and a preparation method and application of the near-infrared fluorescent probe for rapid detection of ONOO-. The preparation method includes steps: (1) weighing a certain mass of 6-hydroxy-1-tetralone and 4-(diethylamino)salicylaldehyde, dissolving in mixed solution of glacial acetic acid and concentrated sulfuric acid, ultrasonically well mixing, stirring overnight at the room temperature, quickly adding a product into ethyl acetate after reaction is completed, gradually separating outa red precipitate, filtering, washing with diethyl ether for three times, and performing vacuum drying to obtain a solid; (2) adding the obtained solid, potassium carbonate and 4-(bromomethyl)benzeneboronic acid pinacol ester into DMF solution, performing reaction at 60-80 DEG C for 5 hours, adding mixed solution into ice water after reaction is finished, extracting with chloroform, performing spin drying through a rotary evaporator, and carrying out column chromatography separation and purification to obtain a target product. The obtained probe is high in solubility and dispersity in aqueoussolution and can be used for rapid detection of ONOO- and cell imaging.

The invention relates to a synthetic method for agomelatine. The method comprises the following steps: reacting 7-methoxy-1-tetralone (2) serving as a raw material with acetonitrile under the action of n-butyl lithium to obtain 1-hydroxy-7-methoxy-1,2,3,4-tetralin-1-naphthyl acetonitrile (3); then uniformly mixing the compound (3) and acetic acid solvent or toluene, adding dichloro dicyano benzoquinone into the mixture for reacting at the temperature of between 50 and 150 DEG C for 4 to 20 hours to obtain a compound (4); adding the compound (4) into uniformly mixed solution of lithium aluminum hydride and tetrahydrofuran for reacting at the temperature of between 0 and 60 DEG C for 5 to 24 hours to obtain (7-methoxy-1-naphthyl) ethylamine (5); and finally uniformly mixing the compound (5) and triethylamine or naphthyridine, and adding acetylchloride into the mixture for reacting at the temperature of between 0 and 25 DEG C for 1 to 5 hours to obtain the agomelatine (1). The synthetic method for the agomelatine of the invention has the advantages of high yield, low cost, high controllability, simple processing after the reaction and environment protection and is suitable for industrial production of the melatonin antidepressant.

A process for producing 1,5-diaminonaphthalene without formation of 1,8-diaminonaphthalene and not through an unstable nitro imine and nitro enamine as intermediates, the process including the steps of dehydrogenating 5-substituted-1-tetralone to produce a naphtol compound and then aminating the hydroxyl group of the naphtol compound.

The invention discloses a synthesis method of a levo-amino compound S-7-chloro-1,2,3,4-tetrahydronaphthalene-1-amine. The method includes the steps of: performing a reaction to a raw material, 7-chloro-1-tetralone, with hydroxylamine to generate oxime; performing hydrogenation reduction to the oxime to prepare racemized amine; performing a one-pot dynamic kinetic resolution reaction to the product amine with lipase, a racemization catalyst and an acyl group donor; and hydrolyzing a resolution reaction product to prepare the S-7-chloro-1,2,3,4-tetrahydronaphthalene-1-amine. The method has simple operations, high product yield, high optical purity of the resolution product, and the like.

The invention discloses a method for supercritical separation and purification of 4.8-DHT from pecan epicarp. The method comprises the following steps: extracting through a supercritical extraction kettle to obtain an extract; absorbing the extract by using methanol; carrying out silicagel column chromatography; carrying out gradient eluting by using a mixed solvent of petroleum ether and ethyl acetate; collecting a bottle of fluid per column volume, collecting 10 bottles of fluid in all; carrying out reduced-pressure concentration on the fourth bottle of fluid; and crystallizing by using ethyl acetate to obtain a 4,8-dyhydroxy-1-tetralone crystal compound. The 4,8-DHT is a 1:1 raceme and low in impurity content; the purity is 99.82%; the extraction rate is over 60%; and the 4.8-DHT raceme has the effects of inhibiting plant seed germination and seedling growth.

The invention discloses long-acting chlorine-resistant fiber cloth for swimsuits. The chlorine-resistant fiber cloth comprises, by weight, 115 parts of polyester fibers, 15 parts of nanometer titanium dioxide, 1 part of tetrakis hydroxymethyl phosphonium sulfate, 2 parts of 5- hydroxy -1-tetralone, 2 parts of 4-cyclohexanone carboxylate, 1.5 parts of 2',4'-acetylphosphoramidothioate acetanilide, 3 parts of sodium pentanesulfonate, 2 parts of 4-isopropyl benzene sulfonyl chloride, 5 parts of 5-amino-2-methyl benzene sulfonic acid, 5 parts of sulfosuccinate butanedioic acid dioctyl phthalate sodium salt, 1 part of softener and 1 part of antioxidants.

The invention discloses a method for asymmetrically catalyzing and synthesizing (R)-4, 7-dimethyl-1-tetralone. According to the method, an asymmetrical Kumada cross coupling reaction is conducted on racemization 2-halogenated propionate ester catalyzed by bis oxazoline / cobalt and a methyl phenyl grignard reagent, and (S)-P-toluene propionate ester 2 is firstly generated; then, (S)-P-toluene propionate ester 2 is reduced to (S)-P-toluene propyl alcohol 3 through diisobutylaluminium hydride (DIBAL-H), and then (R)-4-p-methylphenyl-1-amylene 5 is obtained through bromine generation and coupling with and vinyl grignard reagent; next, a hydroboration-oxidation reaction and a Dess-Martin oxidizing reaction are sequentially conducted, and (R)-4-p-methylphenyl valeraldehyde 6 is obtained; finally, oxidation is conducted through silver oxide, an intramolecular Fourier acyl reaction is conducted, and (R)-4,7-dimethyl-1-tetralone is obtained in a ring-closure synthesis mode. The synthesis route is simple and concise, 8 reactions are conducted in all, the total yield is 27%, and the optical purity of a product is 90%.

The invention discloses a method for separating and purifying 4,8-DHT from pecan exocarp and an application of 4,8-DHT. The method comprises the following steps: performing ultrasonic extraction to obtain a pecan exocarp extracting liquid by virtue of independent excitation type ultrasonic sounding, performing reduced pressure concentration, then passing through X-5 macroporous resin, performing gradient elution by using a mixed solution of water and ethanol, collecting an eluate obtained by eluting with a mixed liquid of water and ethanol in a volume ratio of 4 to 6, performing reduced pressure concentration to obtain a concentrated solution, performing silica-gel column chromatography, performing gradient elution by using a mixed solvent of petroleum ether and ethyl acetate, totally collecting 36 bottles of flow components by collecting a bottle of the flow components per 1 / 2 column volume, combining the tenth to eighteenth bottles of the flow components, performing reduced pressure concentration, and performing ethyl acetate crystallization to obtain a 4,8-dyhydroxy-1-tetralone crystalline compound. 4,8-DHT disclosed by the invention is of a 1:1 raceme, is less in impurity, has the purity of 99.5-99.8%, and ensures that the extraction rate reaches more than 94%; and the 4,8-DHT raceme has the effects on inhibiting seed germination and seedling growth of plants.

The invention belongs to the field of chemical synthesis, and in particular relates to a method for synthesizing saprorthoquinone which is shown as a formula (I) and serves as a natural product with high antitumor activity. The method comprises the following steps of: performing carbonyl alpha-site methylation, selective isopropyl substitution of an aromatic ring and Grignard reaction on 7-methoxyl-1-tetralone serving as an initiative raw material to prepare a key intermediate, namely 1-(4-methyl-3-pentenyl)-2-methyl-6-isopropyl-7-methoxyl-3,4-dihydronaphthalene; and aromatizing with 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ), demethylating with ethanethiol and oxidizing with 2-iodoxybenzoic acid (IBX) to prepare the saprorthoquinone.

The invention discloses a method for supercritical separation and purification of 4.8-DHT from pecan epicarp. The method comprises the following steps: extracting through a supercritical extraction kettle to obtain an extract; absorbing the extract by using methanol; carrying out silicagel column chromatography; carrying out gradient eluting by using a mixed solvent of petroleum ether and ethyl acetate; collecting a bottle of fluid per column volume, collecting 10 bottles of fluid in all; carrying out reduced-pressure concentration on the fourth bottle of fluid; and crystallizing by using ethyl acetate to obtain a 4,8-dyhydroxy-1-tetralone crystal compound. The 4,8-DHT is a 1:1 raceme and low in impurity content; the purity is 99.82%; the extraction rate is over 60%; and the 4.8-DHT raceme has the effects of inhibiting plant seed germination and seedling growth.

The invention relates to 1-tetralone spiro-diene as well as a synthetic method and an application thereof. 1-tetralone spiro-diene is represented by formula (1), and the compound can be used for synthesizing more types of 1-tetralone spiro-framework compounds. 1-tetralone spiro-diene is prepared by the steps of adding 2-crotonaldehyde, tert-butyldimethylsilyl triflate and triethylamine into dichloromethane for reaction so as to obtain a reaction system containing tert-butyl dimethyl silicon protected diene, adding 2-methylene-1-tetralone and zinc trifluoromethanesulfonate into a reaction container, adding an aromatic hydrocarbon solvent under the protection of inert gas, and adding prepared tert-butyl dimethyl silicon protected diene for reaction, so as to finally obtain 1-tetralone spiro-diene. A preparation method of 1-tetralone spiro-diene is simple, the cost is low, and the consumption of catalysts is low.

The invention discloses a synthesis method of 1-tetralone derivative, which comprises the step of: in the environment of organic solvent and alkali, leading a compound with a structure of formula 1 and a compound with a structure of formula 2 to have cascade reaction under the action of ligand and catalyst. The synthesis method has raw materials with lower price, is low in cost and mild in reaction condition, causes no environmental pollution, and has the highest yield of 98%.