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Cooling agent and synthesis method thereof

A synthesis method and cooling agent technology, applied in the cooling agent, the field of preparation of the cooling agent, can solve the problems of low yield and complicated synthesis circuit

Inactive Publication Date: 2012-03-21
HUABAO FLAVOURS & FRAGRANCES CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] However, the current method for synthesizing dihydroumbelliferyl alcohol is still immature, and there are still some technical problems, such as complex synthetic routes and low yields.

Method used

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  • Cooling agent and synthesis method thereof
  • Cooling agent and synthesis method thereof
  • Cooling agent and synthesis method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0106] Example 1 : the preparation of cooling agent of the present invention

[0107] The steps of this embodiment are as follows:

[0108] A. The reaction kettle was cleaned 3 times with 75% ethanol aqueous solution, then the inner wall of the reaction kettle was blown dry with pure hydrogen, and the air in the reaction kettle was removed simultaneously.

[0109] B, add 70% ethanol solution by mass percentage in the reactor that step A) handles, according to ethanol 90g ethanol reaction solvent, then add reactant 2.0g umbelliferone and the Pd that 100mg Liaoning Haitai Science and Technology Development Co., Ltd. produces / C catalyst, stir to mix evenly.

[0110] C: Introduce hydrogen gas into the reaction kettle to make the pressure in the reaction kettle reach 0.2Mpa, and heat at the same time, so that the temperature of the reaction kettle reaches 30°C, and react under such conditions for 6 hours;

[0111] D: the reaction mixture obtained in step C) is centrifuged to re...

Embodiment 2

[0114] Example 2 : the preparation of cooling agent of the present invention

[0115] The steps of this embodiment are as follows:

[0116] A. The reaction kettle was cleaned twice with 75% ethanol aqueous solution, and then the inner wall of the reaction kettle was blown dry with pure hydrogen, and the air in the reaction kettle was removed simultaneously.

[0117] B, add 80% ethanol solution by mass percentage in the reactor that step A) handles, according to ethanol 90g ethanol reaction solvent, then add reactant 3.0g umbelliferone and the Pd produced by 100mg Liaoning Haitai Science and Technology Development Co., Ltd. / C catalyst, stir to mix evenly.

[0118] C: Introduce hydrogen gas into the reaction kettle to make the pressure in the reaction kettle reach 0.5Mpa, and heat at the same time, so that the temperature of the reaction kettle reaches 45° C., and react under such conditions for 8 hours;

[0119] D: the reaction mixture obtained in step C) is centrifuged to...

Embodiment 3

[0122] Example 3 : the preparation of cooling agent of the present invention

[0123] The steps of this embodiment are as follows:

[0124] A. The reaction kettle was cleaned twice with 75% ethanol aqueous solution, and then the inner wall of the reaction kettle was blown dry with pure hydrogen, and the air in the reaction kettle was removed simultaneously.

[0125] B, add 85% ethanol solution by mass percentage in the reaction still that step A) handles, according to ethanol 90g ethanol reaction solvent, then add reactant 3.5g umbelliferone and the Pd produced by 140mg Liaoning Haitai Science and Technology Development Co., Ltd. / C catalyst, stir to mix evenly.

[0126] C: Introduce hydrogen gas into the reaction kettle to make the pressure in the reaction kettle reach 0.3 MPa, and heat at the same time, so that the temperature of the reaction kettle reaches 40° C., and react under such conditions for 7 hours;

[0127] D: the reaction mixture obtained in step C) is centri...

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Abstract

The invention relates to a cooling agent and a synthesis method thereof. The synthesis method of the cooling agent comprises the following steps of 1, cleaning up a reactor by an ethanol solution, and removing air in the reactor, 2, adding an ethanol solution as a reaction solvent, umbelliferone and a Pd / C catalyst into the reactor, feeding hydrogen into the reactor, and heating for a reaction lasting for 6 to 8 hours, and 3, removing the Pd / C catalyst, adding NaBH4 into the product obtained by the step 2 for a sequential reaction, acidizing the reacted mixture obtained by the sequential reaction, carrying out extraction by ether to obtain extract, and carrying out reduced pressure distillation of the extract to obtain the cooling agent, wherein the cooling agent comprises four 1-isopropyl-4-methylbicyclo[3.1.0]-hexyl-2-alcohol structural isomers. The cooling agent has a gentle cool taste, long time of duration, obviously low irritation on the laryngeal, an obviously slight dry sensation, and a very strong moistening feel.

Description

【Technical field】 [0001] The invention belongs to the technical field of spices. More specifically, the present invention relates to a cooling agent, and also relates to a preparation method of the cooling agent. 【Background technique】 [0002] In the field of fragrance technology, a cooling effect may be produced by several molecules, which are mainly terpene and semiterpene molecules. People know that in nature, the chemical substance with very cooling function is mint, and other structural analogues are mainly mint derivatives, such as menthyl ester, menthyl ether, menthone and the like. Some other natural cooling agents, such as verbenol and eucalyptol, have also been found to have good cooling effects. [0003] In the existing spice industry, people are also trying to find new cooling agents, so that this cooling agent can act on the trigeminal nerve to produce a good cooling effect. At present, compounds with cooling taste are mainly isolated and screened from plant...

Claims

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Application Information

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IPC IPC(8): C07C29/143C07C35/27A24B15/34
Inventor 谷向春黄正虹周小文
Owner HUABAO FLAVOURS & FRAGRANCES CO LTD
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