Preparation method of 4-octylphenethyl alcohol

A technology of octylphenylethyl alcohol and phenylethyl alcohol, which is applied in the field of preparation of 4-octylphenylethyl alcohol, can solve the problems of high synthesis reaction temperature, unfavorable industrial production, waste water and waste gas treatment, etc., achieve low synthesis reaction temperature and realize greenization The effect of less production and by-products

Inactive Publication Date: 2020-11-24
南京康德祥医药科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0010] The technical problems to be solved by the present invention are: 1. Since there are many by-products in the product, the main problem caused by this to the reaction is that the synthesis yield is low and the synthesis reaction temperature is high, which is unfavorable for industrialized production; 2. Prior art The production rate in the medium is low, and it also brings about the treatment of waste water and waste gas, which has a great impact on the environment

Method used

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  • Preparation method of 4-octylphenethyl alcohol
  • Preparation method of 4-octylphenethyl alcohol
  • Preparation method of 4-octylphenethyl alcohol

Examples

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Embodiment 1

[0047] A preparation method for 4-octylphenethyl alcohol, comprising the following steps:

[0048] In the first step, the Grignard reagent adopts n-octyl magnesium bromide, and the synthesis of n-octyl magnesium bromide: bromooctane and magnesium powder are prepared by reacting in anhydrous ether or tetrahydrofuran (THF),

[0049] In the second step, p-methylbromphenethyl alcohol is alkylated with n-octyl magnesium bromide to obtain 4-octyl phenethyl alcohol and by-products.

[0050] The specific process is as follows:

[0051]

[0052] The present invention: R2-CH2-X2+R1-Mg-X1----R2-CH2-R1+X1-Mg-X2

[0053] Wherein: R1 is octyl, X1 is Br, R2 is phenethyl alcohol, X2 is Br.

[0054] In the present invention, in the first step, the solvent is one of THF and pyridine. Among them, THF is used as a solvent for the Grignard reagent reaction, which can increase the activity of the reaction between haloalkane and magnesium, and THF is a cyclic ether, so it is easier to complex ...

Embodiment 2

[0059] 1, the preparation of n-octylmagnesium bromide,

[0060] In a 500ml three-necked round-bottomed flask (drying treatment, connected to a desiccator), magnesium chips (1.5g, 61.3mmol) and a single iodine (catalyst) were added under nitrogen protection. After the iodine was heated and sublimated, 200ml of anhydrous ether was added, and then Slowly add bromooctane four times, after adding all the bromooctane, weakly reflux for 1 hour, the system is a gray and nearly transparent liquid, then stand still and suck out the supernatant; rotary evaporation removes anhydrous ether to obtain n-octyl base magnesium bromide salt. Then it was extracted with ethyl acetate to purify the n-octylmagnesium bromide salt.

[0061] 2, the preparation of 4-octylphenylethanol

[0062] In a 500mL round-bottomed flask, add tetrahydrofuran (200mL), add 50ml of sodium hydroxide solution, then add p-methylbromphenethyl alcohol, then add the n-octylmagnesium bromide salt obtained in the first step,...

Embodiment 3

[0064] 1, the preparation of n-octylmagnesium bromide,

[0065] In a 500ml three-necked round-bottomed flask (drying treatment, connected to a desiccator), magnesium chips (1.5g, 61.3mmol) and a single iodine (catalyst) were added under nitrogen protection. After the iodine was heated and sublimated, 200ml of anhydrous ether was added, and then Slowly add bromooctane four times, after adding all the bromooctane, weakly reflux for 1 hour, the system is a gray and nearly transparent liquid, then stand still and suck out the supernatant; rotary evaporation removes anhydrous ether to obtain n-octyl base magnesium bromide salt. Then it was extracted with ethyl acetate to purify the n-octylmagnesium bromide salt.

[0066] 2, the preparation of 4-octylphenylethanol

[0067] In a 500mL round-bottomed flask, add ethanol (200mL), add 50ml of sodium hydroxide solution, then add p-methyl bromide phenethyl alcohol, then add the n-octylmagnesium bromide salt obtained in the first step, he...

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Abstract

The invention relates to the technical field of preparation of 4-octylphenethyl alcohol, in particular to a preparation method of 4-octylphenethyl alcohol. The method comprises the following operationsteps of 1, synthesizing a Grignard reagent R1-Mg-X1, wherein R1 is octyl, X1 is halogen (Cl, Br or I), and R1-X1 and magnesium powder react in anhydrous ether or tetrahydrofuran (THF) to prepare theGrignard reagent R1-Mg-X1; and 2, carrying out an alkylation reaction on R2-CH2-X2 and the R1-Mg-X1 to obtain R2-CH2-R1 and X1-Mg-X2, wherein R2 is phenethyl alcohol, X2 is halogen (Cl, Br or I), andR2-CH2-R1 is the product 4-octylphenethyl alcohol. The specific technological process is as follows: R2-CH2-X2 + R1-Mg-X1-R2-CH2-R1 + X1-Mg-X2, wherein R1 is octyl, X1 is halogen (Cl, Br or I), R2 isphenethyl alcohol, and X2 is halogen (Cl, Br or I). The method has the advantages of few byproducts, high yield, low cost and relatively low synthesis reaction temperature, is beneficial to industrial production, has low environmental pollution, and implements green production.

Description

technical field [0001] The invention relates to the technical field of compound synthesis and preparation, in particular to a preparation method of 4-octylphenethyl alcohol. Background technique [0002] 4-Octylphenylethanol, alias: 2-(4-n-octylphenyl)ethanol; 4-dodecylphenylethanol; 4-octylphenylethanol; acetic acid-[2-(4-octylphenyl) ]Ethanol, CAS number: 162358-05-6, molecular formula: C16H26O, molecular structural formula is as follows: [0003] [0004] The chemical properties are as follows: [0005] Density: 0.932g / cm3 [0006] Boiling point: 306.257°C at 760mmHg [0007] Flash point: 116.222°C. [0008] 4-octylphenylethanol is an important chemical raw material. At present, the preparation method of 4-octylphenylethanol is not perfect enough. Such as the 4-octylphenylethyl alcohol acetate (162358-04-5) one-step synthesis product in the prior art, although the yield is as high as 95%, the main problem of existence is that the raw material cost is high, and the...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C33/20C07C29/32C07F3/02C07C43/164C07C41/30
CPCC07C29/32C07F3/02C07C41/30Y02P20/55
Inventor 王锋纪安成周柳琴
Owner 南京康德祥医药科技有限公司
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