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Method for synthesizing nootkatone, and its application

A synthetic method, the technology of noka ketone, applied in the field of synthesis of unsaturated ketene compounds, can solve the problems of limited dosage, difficulty in isolation, low content, etc., and achieve the effects of good selectivity, convenient post-treatment, and high conversion rate

Inactive Publication Date: 2008-02-06
YUNNAN REASCEND TOBACCO TECH GRP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It has been isolated from natural essential oils for many years, but because of its low content in natural essential oils, it is difficult to separate and its usage is limited

Method used

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  • Method for synthesizing nootkatone, and its application
  • Method for synthesizing nootkatone, and its application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0014] (1) Take an appropriate amount of commercially available valerian oil and mix it evenly with a suitable porcelain filler and put it into the extraction kettle. According to the experimental conditions, the extraction kettle, the separation kettle and the cooling water bath are heated or cooled respectively to reach the set value. temperature (60°C). Turn on the CO 2 Add a certain amount of entrainer (alcohol or propylene glycol) to the gas cylinder and the entrainer pump, and pressurize the system through the high-pressure pump. After reaching the conditions, soak statically for 30 minutes, then perform dynamic extraction for 15 minutes, CO 2 The flow rate is 2-5L / min. Samples were taken every 2 hours to obtain the balenylenene product with a total yield of 1.2%. The extraction experimental conditions are listed in the table below.

[0015] temperature(℃)

Pressure (MPa)

Entrained dose (%)

60

30

10

[0016] (2) Mix ...

Embodiment 2

[0020] (1) Take an appropriate amount of commercially available valerian oil and mix it evenly with a suitable porcelain filler and put it into the extraction kettle. According to the experimental conditions, the extraction kettle, the separation kettle and the cooling water bath are heated or cooled respectively to reach the set value. temperature (50°C). Turn on the CO 2 Add a certain amount of entrainer (alcohol or propylene glycol) to the gas cylinder and the entrainer pump, and pressurize the system through the high-pressure pump. After reaching the conditions, soak statically for 20 minutes, then perform dynamic extraction for 10 minutes, CO 2 The flow rate is 2-5L / min. Samples were taken every 2 hours to obtain the balenylenene product with a total yield of 1.0%. The extraction experimental conditions are listed in the table below.

[0021] temperature(℃)

Pressure (MPa)

Entrained dose (%)

50

25

10

[0022] (2) Mix ...

Embodiment 3

[0026] (1) Take an appropriate amount of commercially available valerian oil and mix it evenly with a suitable porcelain filler and put it into the extraction kettle. According to the experimental conditions, the extraction kettle, the separation kettle and the cooling water bath are heated or cooled respectively to reach the set value. temperature (70°C). Turn on the CO 2 Add a certain amount of entrainer (alcohol or propylene glycol) to the gas cylinder and the entrainer pump, and pressurize the system through the high-pressure pump. After reaching the conditions, soak statically for 40min, then perform dynamic extraction for 25min, CO 2 The flow rate is 2-5L / min. Samples were taken every 2 hours to obtain the balenylenene product with a total yield of 1.1%. The extraction experimental conditions are listed in the table below.

[0027] temperature(℃)

Pressure (MPa)

Entrained dose (%)

70

35

10

[0028] (2) Mix 20g of bal...

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Abstract

A process for preparing the nootkatone used for essence of cigarette includes such steps as extracting valencene from valerian oil by supercritical separation, and converting it to nootkatone in the solution of sodium hypochlorite-tert-butyl hydrogen peroxide (TBHP) mixture.

Description

technical field [0001] The invention relates to a synthesis method and application of an unsaturated enone compound, that is, a synthesis method and application of nokadone. Background technique [0002] Nokadone (5,6-dimethyl-8-isopropylbicyclo[4,4,0]dec-1-en-3-one), also known as narone, belongs to Eremophillane ) is an unsaturated enone of the bicyclic sesquiterpenes. It was discovered in the 1960s from Alaska cork (Chamaecyparis nootkatensis) oil and grapefruit peel oil, and its unique structure was identified. Nokatone has a sharp aroma, but it is an important aroma component in grapefruit peel and grapefruit juice, and it can enhance the aroma and taste of grapefruit in essence. It has been isolated from natural essential oils for many years, but because of its low content in natural essential oils, it is difficult to separate and its usage is limited. Contents of the invention [0003] The purpose of the present invention is to solve the problems in the prior art...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C45/27C07C49/653C11B9/00
CPCY02P20/54
Inventor 陈永宽谢冰刘维涓王保兴杨伟祖
Owner YUNNAN REASCEND TOBACCO TECH GRP
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