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Methoxy elgenol derivative and preparation method thereof

The technology of a derivative and sandalwood ether, applied in the field of sandalwood ether derivatives and their preparation, can solve the problems of high use cost of natural sandalwood oil, scarcity of natural sandalwood resources, etc., and achieves high yield, environmental friendliness, and applicability. wide range of effects

Inactive Publication Date: 2015-10-28
SHANGHAI INST OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Aiming at the above-mentioned technical problems in the prior art, the present invention provides a derivative of santalyl ether and a preparation method thereof, which solves the problem of natural sandalwood resources in the prior art. Rare, high technical problems of natural sandalwood oil use cost

Method used

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  • Methoxy elgenol derivative and preparation method thereof
  • Methoxy elgenol derivative and preparation method thereof
  • Methoxy elgenol derivative and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0025] (1) Synthesis of 3,7-dimethyl-7-butoxyoctene

[0026] At room temperature, add 400ml of toluene into a 1000ml three-necked flask, add myrcenol (156.1g, 1mol) in turn under stirring, add 60% sodium hydride (48g, 1.2mol) in batches, increase the temperature to 110 degrees, and keep it warm for 2 hours. 1-Chlorobutane (92.6g, 1mol) was added dropwise and the reaction was continued for 6 hours, cooled to room temperature, quenched with ice water, the organic layer was separated, and the organic layer was rectified under reduced pressure to recover 41.2g of raw material myrcenol. The collected product fraction 142.4g (gas content 95.8) yield 67.2%.

[0027] (2) Synthesis of 3,7-dimethyl-7-butoxy-1,2-epoxyoctane

[0028] The catalyst for the epoxidation reaction has been disclosed in CN00123339. 4, and its preparation process is shown in CN00123339. 4.

[0029] Add 80 g (2.32mol) 30% hydrogen peroxide and 98.4 g (0.464 mol) 3,7-dimethyl-7-butoxy-1,2-epoxyoctane into a 500 mL three-n...

Embodiment 2

[0033] (1) Synthesis of 3,7-dimethyl-7-pentoxyoctene

[0034] At room temperature, add 400ml of toluene into a 1000ml three-necked flask, add myrcenol (156.1g, 1mol) in turn while stirring, add 60% sodium hydride (60g, 1.5mol) in batches, increase the temperature to 110 degrees, and keep it warm for 2 hours. Add 1-chloropentane (106.6g, 1mol) dropwise and continue to stir and react for 6 hours, cool to room temperature, add ice water to quench the reaction, separate the organic layer, and rectify the organic layer under reduced pressure to recover 36g of raw material myrcenol and collect The product fraction is 239.2g (gas content 96.3), the yield is 75.1%.

[0035] (2) Synthesis of 3,7-dimethyl-7-butoxy-1,2-epoxyoctane

[0036] The catalyst for the epoxidation reaction has been disclosed in CN00123339. 4, and its preparation process is shown in CN00123339. 4.

[0037] Add 80 g (2.32mol) 30% hydrogen peroxide and 147.6g (0.464 mol) 3,7-dimethyl-7-pentyloxy-1,2-epoxyoctane into a 500 ...

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Abstract

The invention provides a methoxy elgenol derivative. The methoxy elgenol derivative is characterized in that the general formula of the methoxy elgenol derivative is shown (please see the formula in the instruction), wherein R is methyl or ethyl or propyl or butyl or isobutyl. The invention further provides a preparation method of the methoxy elgenol derivative. Dihydromyrcenol is taken as a raw material, and after etherification and epoxidation, the obtained product is subjected to hydrogenation reduction to obtain the methoxy elgenol similar derivative. According to the methoxy elgenol derivative and the preparation method thereof, the raw material is low in price and easy to obtain, simple and safe effects are achieved, the environmentally friendly effect is achieved, the range of application is wide, post processing is simple, the yield is high, the method for synthesizing the methoxy elgenol derivative is fast and efficient, and the methoxy elgenol derivative has strong and favorable sandalwood odor and cool and refreshing flowery fragrance.

Description

Technical field [0001] The invention belongs to the field of organic learning, and particularly relates to a sandalwood ether derivative and a preparation method thereof. Background technique [0002] Due to the scarcity of natural sandalwood resources and high processing costs, the price of sandalwood fragrances on the market has skyrocketed, which limits its application in many aspects. At present, the supply of natural sandalwood oil is in short supply, which has prompted the development of synthetic sandalwood. Increasingly active. Moreover, synthetic sandalwood has high chemical stability and low volatility, and it is also a good fixative, which can improve the persistence and stability of the fragrance. Synthetic sandalwood can also be well matched with floral and fantasy types. The aroma of the components is coordinated, so it is used to formulate perfume fragrances and soap fragrances. However, in the development of sandalwood products in my country, there are few types...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C41/26C07C43/13
CPCC07C41/26C07C41/16C07C43/13C07C43/15C07D301/12C07D303/22
Inventor 王伟刘清雷王为
Owner SHANGHAI INST OF TECH
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