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Epoxidizing method of alpha-pinene

A technology for epoxidation and pinene, applied in the field of epoxidation of α-pinene, can solve the problems of unsatisfactory oxidation system, economical and practical, poor safety, etc., and achieves safe use, high synthetic yield and low cost effect of dosage

Inactive Publication Date: 2003-08-27
GUANGZHOU INST OF GEOCHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

2. This oxidation system is still not satisfactory
But the situation is almost all or safe and convenient, and the reagent catalyst is expensive (such as using sodium hypochlorite to use some quaternary ammonium salts with specific structures, using sodium percarbonate to use methyl trioxorhenium, using

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

[0016] Example 1

[0017] 100 parts of α-pinene, 400 parts of acetonitrile, 1200 parts of tert-butanol, 50 parts of bicarbonate, 700 parts of 30wt% H 2 O 2 , 1 part of zinc chloride catalyst is mixed, and the reaction starts soon after stirring at room temperature, and the temperature rises slowly. The reaction liquid was white misty and turbid at first, and then turned light yellow. The reaction was maintained for 50 hours and then stopped. Filter, extract, wash with saturated brine, dry with anhydrous sodium sulfate, and distill to recover the solvent to obtain a pale yellow liquid. GC analysis: 10.8% of raw materials and 78% of pinane oxide.

Example Embodiment

[0018] Example 2

[0019] Combine 100 parts of α-pinene with 420 parts of acetonitrile, 1230 parts of tert-butanol, 52 parts of bicarbonate, 730 parts of 30wt% H 2 O 2 , Mix 1.1 parts of cobalt chloride catalyst, cool in an external water bath, make the temperature not exceed 30°C, stir for 48 hours, filter, extract, wash with saturated brine, dry with anhydrous sodium sulfate, and distill to recover the solvent to obtain a light yellow liquid. GC analysis: 4.1% of raw materials and 76.7% of pinane oxide.

Example Embodiment

[0020] Example 3

[0021] Combine 100 parts of α-pinene with 440 parts of acetonitrile, 1270 parts of tert-butanol, 60 parts of bicarbonate, 760 parts of 30wt% H 2 O 2 , Mix 1.2 parts of manganese sulfate catalyst, cool in an external water bath, make the temperature not exceed 30°C, stir for 52 hours, filter, extract, wash with saturated brine, dry with anhydrous sodium sulfate, and distill to recover the solvent to obtain a light yellow liquid. GC analysis: 1.1%% of raw materials and 94.6% of pinane oxide. The obtained light yellow liquid was distilled under reduced pressure to collect 108-110 / 60mmHg colorless liquid with a net weight of 34.38 grams. If the purity of α-pinene is 95%, the separation yield is 78.8%.

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PUM

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Abstract

The invention refers to an epoxidizing method of alpha-pinene, including the steps: accoridng to mol shares, mixing alpha-pinene, 100, ethylic nitrile 400-500, tert-butanol 1100-1400, hydrogen carbonate, 50-70, and hydrogen peroxide, 600-800, using the metal salt of subgroup B in cycle, 4, 1.0-1.4, as catalyzer, blending to react for 45-55h at normal temperature, filtering deposit, extracting organic matter, and by washing and drying, getting rid of solvent to collect the product.

Description

technical field [0001] The present invention relates to the epoxidation method of α-pinene. technical background [0002] Using α-pinene as raw material, a large class of precious spices—sandalwood type spices can be synthesized. The epoxidation of α-pinene is the only way, and it is also one of several key steps. In the epoxidation process in the field of sandalwood type fragrance production, the dangerous production method of "high concentration hydrogen peroxide-peracetic acid" is still popular. The reason why it is said to be unsafe is because: 1.30% hydrogen peroxide (H 2 o 2 ) needs to be concentrated to more than 70%, and this process is very unsafe and has the risk of explosion, especially in large-scale industrial production. 2. Use this highly concentrated hydrogen peroxide to further produce peracetic acid. The peracetic acid thus obtained is also explosive. Therefore, how to epoxidize α-pinene under safe conditions, and further seek a safe epoxidation syste...

Claims

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Application Information

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IPC IPC(8): C07D301/12
Inventor 江焕峰欧阳小月陈伟强邹钢黄宇平许琳李国平赵妍
Owner GUANGZHOU INST OF GEOCHEMISTRY - CHINESE ACAD OF SCI
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