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Method for preparing beta-phenethyl alcohol

A technology of phenylethyl alcohol and alcohol ester, which is applied in the field of preparation of β-phenylethyl alcohol, can solve problems such as tower blockage, difficulty in separation of auxiliary base products, etc., and achieve high overall yield, overcome difficulty in recycling, and long catalyst life.

Active Publication Date: 2015-07-01
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In the process of styrene oxide hydrogenation in U.S. publication patent US6166269, US4064186, add NaOH, NaOH in the reaction system 2 CO 3 , KOH and other auxiliary agents, the selectivity and yield of β-phenylethanol can be greatly improved, but the addition of auxiliary agent base will cause difficulties in the separation of later products, and it is easy to cause many problems such as tower plugging

Method used

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  • Method for preparing beta-phenethyl alcohol
  • Method for preparing beta-phenethyl alcohol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] Add 5.05 g of 15 wt% AlCl to the cycloaddition reactor 3 - Samarium Chloride / C 60 (OH) 26 (AlCl 3 : samarium chloride=45:1), 10g acetic acid-3-butene-1-ol ester and 1000g water, feed 1,3-butadiene into the cycloaddition reactor with the rate of 5L / h and react , the reaction temperature is 25°C, the pressure is normal pressure, and the reaction time is 3h.

[0050] Add 1000 g of 10% LiOH aqueous solution to the reaction liquid, and stir for 10 min for hydrolysis. The reaction results showed that the conversion rate of acetic acid-3-buten-1-ol ester was 97.68%, and the yield of 3-cyclohexene ethanol was 91.47%.

[0051] The 3-cyclohexene ethanol reaction solution obtained by hydrolysis enters the polysulfone membrane module for pervaporation and desolventization treatment. The membrane permeation rate J of the selected membrane module is 0.62Kg m -2 h -1 , the separation coefficient α is 22, the operating temperature is 28°C, and the operating pressure is 1.5Mpa. T...

Embodiment 2

[0055] Add 8.08 g of 22% AlCl to the cycloaddition reactor 3 -Cerium chloride / C 60 (OH) 32 (AlCl 3 : cerium chloride=65:1), 10g acetate-3-butene-1-alcohol ester and 1000g water, feed 1,3-butadiene into cycloaddition reactor with the rate of 8L / h and react , the reaction temperature is 10°C, the pressure is normal pressure, and the reaction time is 2.5h.

[0056] Add 1000 g of 30% NaOH aqueous solution to the reaction liquid, and stir for 10 min for hydrolysis. The reaction results showed that the conversion rate of 3-buten-1-ol acetate was 98.35%, and the yield of 3-cyclohexene ethanol was 93.58%.

[0057] The 3-cyclohexene ethanol reaction solution obtained by hydrolysis enters the poly-cellulose acetate membrane module for pervaporation and desolventization treatment, and the membrane permeation rate J of the selected membrane module is 0.78Kg m -2 h -1 , the separation coefficient α is 35, the operating temperature is 35°C, and the operating pressure is 2.0Mpa. The r...

Embodiment 3

[0061] Add 6.57 g of 35% AlCl to the cycloaddition reactor 3 -Thulium chloride / C 60 (OH) 30 (AlCl 3 : thulium chloride=55:1), 10g acetate-3-butene-1-ol ester and 1000g water, feed 1,3-butadiene into cycloaddition reactor with the rate of 6L / h and react , the reaction temperature is -5°C, the pressure is normal pressure, and the reaction time is 2h.

[0062] Add 800 g of 15% LiOH aqueous solution to the reaction liquid, and stir for 10 min for hydrolysis. The reaction results showed that the conversion rate of 3-buten-1-ol acetate was 99.01%, and the yield of 3-cyclohexene ethanol was 96.16%.

[0063] The 3-cyclohexene ethanol reaction solution obtained by hydrolysis enters the poly-cellulose acetate membrane module for pervaporation and desolventization treatment, and the membrane permeation rate J of the selected membrane module is 0.70Kg m -2 h -1 , the separation coefficient α is 30, the operating temperature is 30°C, and the operating pressure is 1.8Mpa. The reactio...

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Abstract

The invention discloses a method for preparing beta-phenethyl alcohol. According to the method, acetic acid-3-butene-1-alcohol ester and 1,3-butadiene are adopted as raw materials, and the preparation of beta-phenethyl is finished by adopting Diels-Alder, hydrolysis and dehydrogenation reactions. lewis acid supported by fullerol as a carrier is adopted as the catalyst for the Diels-Alder reaction, the atom utilization rate is high, the total yield can reach 87%-95%, the purity of products can reach 99.92wt%-99.98wt%, and an oxidation reaction process and a high-pressure hydrotreatment reaction process are not adopted, so that the production process is safe and environmentally friendly.

Description

technical field [0001] The invention relates to a method for preparing beta-phenylethanol, in particular to a method for preparing beta-phenylethanol by using 1,3-butadiene as a raw material, and belongs to the field of organic synthesis. Background technique [0002] β-Phenylethyl alcohol, also known as 2-phenylethyl alcohol, phenylethyl alcohol, ethyl phenylethyl alcohol, is an aromatic primary alcohol, a colorless liquid at room temperature, with an elegant, delicate and long-lasting aroma of roses. It was first used as a plant The characteristic aroma compounds found in flowers are naturally present in aromatic oils such as neroli oil, rose oil, and geranium oil. [0003] β-phenylethanol is widely used in various food flavors and tobacco flavors because of its soft, pleasant and long-lasting rose aroma. It is the main raw material for preparing rose-flavored food additives and rose-flavored essences. Fragrance is second only to vanillin in global usage. At the same tim...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C33/22C07C29/00
CPCC07C29/00C07C29/095C07C2601/16C07C33/22C07C33/14
Inventor 曾伟陈长生于学丽黎源胡江林舒磊
Owner WANHUA CHEM GRP CO LTD
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