Method for preparing 2,3-epoxypinane by epoxidation of alpha-pinene

A technology of pinane oxide and epoxidation, which is applied in the fields of chemical synthesis and perfume chemistry, can solve the problems of difficult separation, difficult recovery and recycling of homogeneous catalysts, and achieves low cost, high selectivity, safe and reliable process. Effect

Active Publication Date: 2017-05-24
江苏馨瑞香料有限公司
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  • Summary
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AI Technical Summary

Problems solved by technology

However, the homogeneous catalyst used in the traditional hydrogen peroxide oxidation process has the disadvantages of difficult separation, recovery and recycling.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Add 5.0g Al 2 o 3 , 30g pinene, 60.0g each of acetone and acetonitrile as solvent, 0.2Mol / L NaHCO 3 Solution 80g, start stirring, control the temperature at 50°C, add 70.0g of 30% hydrogen peroxide within 10 hours through the dropping funnel, and recover Al by filtration after the reaction 2 o 3 , extract the organic phase, wash the organic phase with sodium hydroxide and sodium sulfate solution to neutrality respectively, recover the solvent, obtain 2,3-epoxy pinane after rectification under reduced pressure, and analyze the conversion of α-pinene by gas chromatography The yield was 96%, and the yield of pinane epoxy was 92%.

Embodiment 2

[0027] In a 500ml four-necked flask with a condenser, a stirrer, a thermometer and a dropping funnel, add 5.0g of SiO 2 , 40g pinene, each 70g of acetone 80g acetonitrile as solvent, the NaHCO of 0.5Mol / L 3 Solution 40g, start stirring, control the temperature at 55°C, add 80g of 35% hydrogen peroxide through the dropping funnel within 15 hours, and recover SiO2 by filtration after the reaction, extract the organic phase, and wash the organic phase with sodium hydroxide and sodium sulfate solution respectively. phase to neutral, recover the solvent, and then rectify under reduced pressure to obtain 2,3-epoxy pinane. According to gas chromatography analysis, the conversion rate of α-pinene is 100%, and the yield of epoxy pinane is 97%.

Embodiment 3

[0029] Add 5.0g of SnO to a 500ml four-neck flask with condenser, stirrer, thermometer and dropping funnel 2 , 40g pinene, 60g acetone, 80g acetonitrile as solvent, 1Mol / L NaHCO 3 Solution 30g, start stirring, control the temperature at 60°C, add 120g of 27.5% hydrogen peroxide within 10 hours through the dropping funnel, and recover SnO by filtration after the reaction is completed. 2 , extract the organic phase, wash the organic phase with sodium hydroxide and sodium sulfate solution to neutrality respectively, recover the solvent, obtain 2,3-epoxy pinane after rectification under reduced pressure, and analyze the conversion of α-pinene by gas chromatography The yield was 99%, and the yield of pinane epoxy was 94%.

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PUM

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Abstract

The invention relates to a synthesis method for preparing 2,3-epoxypinane by epoxidation of alpha-pinene and belongs to the field of chemical synthesis. The method for preparing the 2,3-epoxypinane by the epoxidation of the alpha-pinene, provided by the invention, comprises the following steps: after sufficiently mixing the alpha-pinene, acetonitrile, acetone, a hydrocarbonate water solution and a catalyst, controlling at certain temperature and dropwise adding hydrogen peroxide under a stirring condition and reacting; after reacting, filtering, extracting, washing and recycling a solvent; decompressing and rectifying to obtain the 2,3-epoxypinane. The method provided by the invention has the characteristics of easiness of obtaining raw materials, low cost, moderate reaction conditions, convenience for operation, high conversion ratio, good selectivity and the like and the process is safe and reliable and has no pollution.

Description

technical field [0001] The invention relates to a synthesis method for preparing 2,3-epoxypinane by epoxidation of α-pinene, which belongs to the field of chemical synthesis, in particular to the field of fragrance chemistry. Background technique [0002] my country is rich in turpentine resources, and its main component, pinene, has very active chemical properties and is an important raw material in the perfume industry. Among them, 2,3-epoxy pinane, which is produced by epoxidation of α-pinene, is the preparation An important intermediate of sandalwood spices. The epoxidation reaction of α-pinene can be realized in a variety of ways. At present, there are mainly hydrogen peroxide epoxidation, inorganic peroxide epoxidation, organic peroxide epoxidation, and sodium hypochlorite epoxidation. The peroxide epoxidation process has great safety hazards due to the instability of the peroxide itself; the sodium hypochlorite oxidation process needs to use expensive quaternary ammon...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D303/04C07D301/12
CPCY02P20/584C07D303/04C07D301/12
Inventor 应思斌刘承伟应登宇李坤罗功宇占益华
Owner 江苏馨瑞香料有限公司
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