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Preparation method of high-cis vertenex

A technology of p-tert-butyl and p-tert-butylphenol, which is applied in the field of fragrances, can solve the problems of low cis body, not delicate and strong aroma, etc., and achieve the effect of mild reaction conditions, strong aroma and high content

Inactive Publication Date: 2010-09-15
杭州友邦香料香精有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Usually the preparation method of p-tert-butylcyclohexyl acetate is to utilize p-tert-butylphenol as main raw material, through catalytic hydrogenation, the obtained p-tert-butylcyclohexanol is made with acetylation reaction of acetic anhydride again, hydrogenation reaction adopts ruthenium as catalyst, but Such a synthetic method results in a product with low cis-body, and the fragrance is not delicate and strong enough.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0011] Example 1: Add 300 g of p-tert-butylphenol, 0.8 g of ruthenium-aluminum catalyst, and 0.2 g of sodium hydroxide in a 500 ml hydrogenation kettle (equipped with stirring, thermometer, and pressure gauge), stir and heat up to 100 ° C, feed hydrogen, and the temperature The temperature is controlled at 100-150° C., the pressure is controlled at 1.4-4.0 Mpa, and the hydrogenation reaction is carried out to obtain 311 g of p-tert-butylcyclohexanol, the cis-isomer content is greater than 50%, and the yield is greater than 99.5%.

Embodiment 2

[0012] Example 2: Add 320g of p-tert-butylphenol, 1.0g of ruthenium-aluminum catalyst, and 0.3g of potassium hydroxide in a 500ml hydrogenation kettle (equipped with stirring, thermometer, and pressure gauge), stir and heat up to 100°C, feed hydrogen, and the temperature The temperature is controlled at 100-150° C., the pressure is controlled at 1.4-4.0 Mpa, and the hydrogenation reaction is carried out to obtain 332 g of p-tert-butylcyclohexanol, the cis-isomer content is greater than 50%, and the yield is greater than 99.5%.

Embodiment 3

[0013] Example 3: Add 300g of p-tert-butylphenol, 1.0g of ruthenium-aluminum catalyst, and 0.1g of sodium hydroxide in a 500ml hydrogenation kettle (equipped with stirring, thermometer, and pressure gauge), stir and heat up to 100°C, feed hydrogen, and the temperature The temperature is controlled at 100-150° C., the pressure is controlled at 1.4-4.0 Mpa, and the hydrogenation reaction is carried out to obtain 311 g of p-tert-butylcyclohexanol, the cis-isomer content is greater than 50%, and the yield is greater than 99.5%.

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Abstract

The invention discloses a chemical synthesis method, in particular to a preparation method of high-cis vertenex. The vertenex is prepared from two steps of reactions: firstly, using p-tert-butyl phenol and hydrogen as raw materials to synthesize tert-butyl cyclohexanol under the condition of a catalyst; secondly, using tert-butyl cyclohexanol and acetic acid as raw materials to carry out a synthesis reaction under the condition of a catalyst III to obtain high-cis vertenex. The invention has the advantages of mild reaction conditions, safe and convenient operation, high cis body content in the product and thinner and stronger and fine product fragrance. The method can be widely applied to the preparation process of perfume.

Description

technical field [0001] The invention relates to a chemical synthesis method in the field of fragrances, and mainly relates to a preparation method of high-cis p-tert-butylcyclohexyl acetate. Background technique [0002] p-tert-butylcyclohexyl acetate is a commonly used synthetic fragrance product, commonly known as iris ester. It has a floral, woody and iris aroma. It is liquid in appearance and is a mixture of cis and trans isomers. Usually the ratio of cis and trans isomers is 3:7. The aroma of the cis isomer is stronger than that of the trans isomer. . Widely used in soap, cosmetics, shampoo and other daily chemical essence formulations. Usually the preparation method of p-tert-butylcyclohexyl acetate is to utilize p-tert-butylphenol as main raw material, through catalytic hydrogenation, the obtained p-tert-butylcyclohexanol is made with acetylation reaction of acetic anhydride again, hydrogenation reaction adopts ruthenium as catalyst, but The cis-body of the product...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/14C07C67/08
Inventor 王璟琳翁卫栋
Owner 杭州友邦香料香精有限公司
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