Green synthesis process of alpha-acetyl-gamma-butyrolactone

A technology of butyrolactone and acetyl, applied in the field of chemical synthesis

Inactive Publication Date: 2013-10-23
SHANDONG FANGMING PHARMACEUTICAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] Many patent documents have reported the improvement of the synthesis process of α-acetyl-γ-butyrolactone. For example, in Chinese patent 02138773.5, toluene is used as the solvent for metal sodium. Sodium sand is formed at a higher temperature, and then the temperature is lowered to catalyze the reaction. The mixed ester is added dropwise, and a buffer tank is added. However, since toluene and metal sodium are both flammable and explosive, the safety problem of the reaction cannot be solved, and The conversion rate of γ-butyrolactone is low, which is not friendly enough to the environment; Zhang Li used sodium alkoxide instead of metal sodium in the Chinese Journal of Pharmaceutical Industry, but the reaction yield is low and cannot reduce production costs; U.S. Patent US5789603 also uses sodium alkoxide as Catalyst, high temperature and high pressure reaction, high operation requirements, and safety risks; US Patent 2443827[12] reported Method 2, which uses ethylene oxide as the starting material, and ethylene oxide is Class I flammable and explosive chemicals, storage conditions are harsh, there are serious safety hazards in the reaction, and the preparation process is complicated, and the purity and yield of the obtained products are low

Method used

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  • Green synthesis process of alpha-acetyl-gamma-butyrolactone

Examples

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Embodiment

[0026] Example: Synthesis of α-acetyl-γ-butyrolactone

[0027] Weigh 108 g γ-butyrolactone and 188 g ethyl acetate and mix well. Weigh 40g of calcium oxide, grind it evenly, and add it into the reaction flask. 100g of mixed esters was quickly added to the reaction flask, the temperature was controlled at 77°C, and the remaining mixed esters were slowly added dropwise. Insulate at 77°C for 20 hours, monitor the completion of the reaction by gas phase monitoring, evaporate the solvent, add 52 g of 18% hydrochloric acid, stir at 82°C for 1 hour, extract with ethyl acetate, concentrate to obtain a red liquid, and rectify to obtain a colorless α-acetyl-γ- Butyrolactone 104.48 g, yield 65%. 1 H NMR (CDCl 3 ):d4.40-4.29 (m, 2H), 3.80-3.76 (m, 1H), 2.77-2.74 (m, 1H), 2.43 (s, 3H), 2.36-2.33 (m, 1H), MS: m / e(129, M+1), elemental analysis C 6 h 8 o 3 , Calcd: C 56.24, H 6.29. Experimental value: C56.21, H6.28.

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Abstract

The invention relates to a preparation method of a compound alpha-acetyl-gamma-butyrolactone represented by a formula (I). According to the invention, the compound of the formula (II) and ethyl acetate are subjected to condensation, acidification, and rectification under the existence of calcium oxide, such that the compound represented by the formula (I) is obtained. The compound is an important intermediate used for preparing vitamin and chlorophyll raw materials.

Description

technical field [0001] The invention relates to a preparation method of α-acetyl-γ-butyrolactone, a compound of formula (I), which is an important intermediate for preparing vitamins and chlorophyll raw materials. It belongs to the technical field of chemical synthesis. Background technique [0002] α-acetyl-γ-butyrolactone (2-Acetylbutyrolactone, ABL) is an important intermediate for the preparation of vitamins and chlorophyll [1-2] , is an important raw material for the synthesis of 3,4-disubstituted pyridine, 5-(β-hydroxyethyl)-4-methylthiazole, and 4-methyl-5-thiazoleethanol, and is also an important raw material for the synthesis of antipsychotic drugs risperidone, Pharmaceutical intermediates of anticonvulsant and sedative hypnotic drugs such as clomethiazole, Yanxin pain and chloroquine [3-5] , is an irreplaceable long-term product with a large quantity and a wide range. At present, there are two main methods for preparing α-acetyl-γ-butyrolactone: Method 1, using ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/33
Inventor 段义杰余洪智徐少民范兴山王飞龙
Owner SHANDONG FANGMING PHARMACEUTICAL CO LTD
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