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Costustoot-ambergris spice and preparation method thereof

A technology of ambergris and woody aroma, which is applied in the direction of essential oil/fragrance, ether preparation, ester reaction to prepare ether, etc. It can solve the problems of high production cost of methyl cedryl ether, insufficient supply of cedarin, and limited cedarwood oil resources. Achieve effects suitable for large-scale production, soft aroma, and low cost

Active Publication Date: 2015-03-25
格林生物科技股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Cedarnol is refined from natural cedarwood oil. Due to the long-term large-scale development and utilization, the resources of cedarwood oil are quite limited, and the regeneration of cedarwood is also very slow; and the content of cedarnol in cedarwood oil is very low, only 3% to 14 %, refined extraction is more difficult, so the long-term supply of cedrinol is insufficient, and the price has been rising all the way, resulting in higher production costs of methyl cedryl ether

Method used

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  • Costustoot-ambergris spice and preparation method thereof
  • Costustoot-ambergris spice and preparation method thereof
  • Costustoot-ambergris spice and preparation method thereof

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preparation example Construction

[0026] The preparation cost of the woody-ambergris fragrance provided by the invention is relatively low. In addition, the woody-ambergris fragrance provided by the invention has better aroma performance.

[0027] The invention provides a preparation method of woody-ambergris spice, comprising:

[0028] Carry out the first reaction with epoxy cedarane and basic sodium salt, obtain intermediate product;

[0029] The intermediate product and the methylating reagent are carried out to the second reaction to obtain the woody-ambergris fragrance with the structure shown in formula I:

[0030]

[0031] In the present invention, the first reaction is carried out with the epoxy cedarane and the basic sodium salt to obtain the intermediate product. In an embodiment of the present invention, the temperature of the first reaction is greater than or equal to 50°C; in other embodiments, the temperature of the first reaction may be 50°C to 100°C; in another embodiment, the The tempera...

Embodiment 1

[0056] In the reaction flask with agitator, reflux condenser and dropping funnel, add 400mL of xylene and 27g (1.1mol) of sodium hydride, start the agitator, and heat the reaction flask to 100°C; 220g (1.0mol) of epoxy cedrene was added dropwise in the reaction flask, heated to reflux under stirring conditions, and carried out the first reaction of 3 hours to obtain an intermediate product; 140g (1.1mol) of dimethyl sulfate was added to Add it dropwise to the intermediate product within 1 hour, heat to reflux under stirring condition, and carry out the second reaction for 5 hours.

[0057] After the second reaction is completed, the obtained reaction product is cooled to 35° C., and the cooled reaction product is extracted with 200 mL of a 10% aqueous sodium hydroxide solution, and left to separate into a water layer and an oil layer; The water layer was removed by filtration; the oil layer was washed with 100 mL of water, and the solvent xylene in the washed product was recov...

Embodiment 2

[0067] In the reaction flask with agitator, reflux condenser and dropping funnel, add 400mL of toluene and 30g (1.25mol) of sodium hydride, start the agitator, and heat the reaction flask to 70°C; within 0.5 hours The solution prepared by 220g (1.0mol) of epoxy cedrene and 200mL of toluene was added dropwise in the reaction flask, heated to reflux under stirring conditions, and carried out the first reaction for 5 hours to obtain the intermediate product; adjust the reaction flask temperature to 50 °C, 100 g of methyl chloride was introduced into the intermediate product within 1 hour, and then the second reaction was carried out at 50 °C for 4 hours.

[0068] After the second reaction is completed, the obtained reaction product is cooled to 30° C., and the cooled reaction product is extracted with 200 mL of a 10% aqueous sodium hydroxide solution, and left to separate into a water layer and an oil layer; The water layer was removed by filtration; the oil layer was washed with...

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Abstract

The invention provides costustoot-ambergris spice with a structure shown as a formula I. A preparation method of the costustoot-ambergris spice comprises the steps that epoxy himachalane and alkaline sodium salt perform first reaction to obtain an intermediate product; the intermediate product and a methylation reagent perform second reaction to obtain the costustoot-ambergris spice with the structure shown as the formula I. The costustoot-ambergris spice prepared by means of the method has good fragrance performance. The preparation method of the costustoot-ambergris spice adopts the epoxy himachalane as a production raw material, the epoxy himachalane is rich in sources and low in cost and can be prepared by cedrene, the cedrene is the major ingredient of cedar wood oil and is easy to extract and low in price, and the cedrene content in the cedar wood oil is up to 80%. The cedrene is the major ingredient of fir wood oil, resources are rich, and price is low. Therefore, the preparation method of the costustoot-ambergris spice is low in production cost and suitable for large-scale production. (shown in the description).

Description

technical field [0001] The invention relates to the technical field of fragrances, in particular to a woody-ambergris fragrance and a preparation method thereof. Background technique [0002] Ambergris is one of the most valuable high-end spices, derived from metabolites in sperm whales. Natural ambergris is difficult to obtain, and synthetic products are often used instead. Synthetic ambergris fragrances are generally made from forestry resources. This type of product has both woody and ambergris aromas and has a long-lasting fragrance. It can be used to prepare daily chemical essences, detergents, and soap essences. [0003] Due to the lack of natural raw materials or the difficulty of the synthesis process, the price of synthetic ambergris fragrances has always been high. For example, the synthetic compound methyl cedryl ether has woody aroma and ambergris aroma, and is relatively stable in acid and alkaline media. It is suitable for preparing daily chemical essence, de...

Claims

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Application Information

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IPC IPC(8): C07C43/18C07C41/16C11B9/00
CPCC07C7/04C07C29/00C07C41/16C07C2603/66C07D301/12C07D303/06C11B9/0042C07C35/46C07C43/18C07C13/605
Inventor 叶剑飞林传明黄旺生彭彩红王盈华李志江韦国宝胡建良范宇鹏
Owner 格林生物科技股份有限公司
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