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Method for preparing scostus-ambrein perfume

A technology of ambergris and spices, which is applied in the field of ambrocenide and can solve the problems of high ambrocenide price and waste of resources

Active Publication Date: 2012-11-28
新乡市博源生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, there are few reports on the synthesis of ambrocenide at present. The synthesis is completed in three steps of epoxidation, epoxy hydrolysis and condensation with natural cedrene as the starting material. The yield does not exceed 20%, which wastes a lot of resources. , thus causing the price of ambrocenide to remain high all the time, therefore, it is of great significance to study the synthesis method of ambrocenide so as to increase the yield

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] The synthesis of cedrene diol: 333 grams of 10% sulfuric acid and 0.5 gram Aliquat R336 (methyl trioctyl ammonium chloride) are added in the reaction flask, then 50 grams (0.23 moles) α-epoxy cedrene is added After adding to the above mixture, the reaction mixture was vigorously stirred at 30-35°C for 48 hours. After the reaction was completed, the reaction solution was extracted 3 times with ethyl acetate, each 100 ml; the organic phase was successively extracted with 10% NaHCO 3 The solution was washed twice (100 ml each time), washed once with 100 ml of water, and washed once with 100 ml of saturated sodium chloride solution; the organic phase was dehydrated with anhydrous sodium sulfate, concentrated under reduced pressure, and the residue was recrystallized with petroleum ether , 20 g of white crystals were obtained with a yield of 37%. GC-MS: m / z=238[M]+.

Embodiment 2

[0042] 1.33 kilograms of 10% sulfuric acid and 2.0 grams of Aliquat R336 (methyl trioctyl ammonium chloride) are added in the reaction flask, and then 200 grams (0.91 moles) of α-epoxy cedrene is added to the above mixture, and the addition is completed. The reaction mixture was stirred vigorously at 30-35°C for 48 hours. After completion of the reaction, the reaction solution was extracted 3 times with ethyl acetate, 300 ml each time, and the organic phase was extracted with 10% NaHCO 3 The solution was washed twice (300 milliliters each), 300 milliliters of water was washed once, 300 milliliters of saturated sodium chloride solution was washed once, the organic phase was dried with anhydrous sodium sulfate, concentrated under reduced pressure, and the residue was recrystallized with petroleum ether. 88 g of white crystals were obtained with a yield of 40%. GC-MS: m / z=238[M]+

Embodiment 3

[0044] 3.33 kilograms of 10% sulfuric acid and 5 grams of Aliquat R336 (methyl trioctyl ammonium chloride) were added to the reaction flask, and then 500 grams (2.27 moles) of α-epoxy cedrene was added to the above mixture, and the addition was completed , the reaction mixture was stirred vigorously at 30-35°C for 48 hours. After completion of the reaction, the reaction solution was extracted 3 times with ethyl acetate (each 300 ml); the organic phase was successively extracted with 10% NaHCO 3 The solution was washed twice (500 milliliters each), 500 milliliters of water was washed once, and 500 milliliters of saturated sodium chloride solution was washed once; the organic phase was dried with anhydrous sodium sulfate, concentrated under reduced pressure, and the residue was recrystallized with petroleum ether. 206 g of white crystals were obtained with a yield of 38%. GC-MS: m / z=238[M]+

[0045] Synthesis of Ambrocenide:

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Abstract

The invention belongs to the technical field of daily chemical products and discloses a method for preparing scostus-ambrein perfume. Through deep study on the synthesis method of Ambrocenide, the research personnel of the company found that the key point for improving the whole yield is the final condensation efficiency. Based on this, the inventor uses the combination of glycol dimethyl ether, polyphosphoric acid and acetone dimethyl ketal in place of a system of p-toluenesulfonic acid, acetone and toluene. Through the improvement by the invention, the original condensation production rate is improved to over 80 percent from the original below 50 percent, the total yield is improved to about 30 percent from not more than 20 percent, and the reaction time is reduced to 3 to 8 hours from the original 24 hours.

Description

technical field [0001] The invention belongs to the field of chemical technology, and in particular relates to a new preparation method of a woody-ambergris type spice. Background technique [0002] Animal spices such as ambergris, musk, and civet have been used as precious ingredients in perfumes at the beginning of the last century, and ambergris is the spice with the least fishy smell, energy and other smells among animal spices, and it is also the most precious One of the best animal spices. Musk has the greatest diffusive power, while ambergris has the longest longevity, lasting up to several months. Ambergris is rare and expensive, and some substitutes cannot match natural ambergris. Therefore, the research on ambergris has high value and significance. [0003] Ambrocenide is a new type of woody-ambergris-flavored fragrance developed by Dezhixin Company for 5 years. Ambrocenide has the characteristics of long-lasting ambergris fragrance and high stability, so it is ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D317/70C11B9/00
Inventor 高红云王影王鑫
Owner 新乡市博源生物科技有限公司
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