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Method for preparing ethyl pyruvate by oxidizing ethyl lactate with chlorine gas

A technology of ethyl pyruvate and ethyl lactate, which is applied in the preparation of carboxylic acid esters, chemical instruments and methods, and the preparation of organic compounds. It can solve the problems of easy carbonization of reactants, difficult purification of products, troublesome cleaning work, etc. problems, to achieve the effect of easy separation, easy operation and quick response

Inactive Publication Date: 2008-12-10
YANTAI INST OF COASTAL ZONE RES CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, there are two main routes for synthesizing this product in industry: one is esterification after dehydration of tartaric acid, the disadvantage of this route is that the dehydration is carried out at a higher temperature , the reactants in the reactor are easy to carbonize and form a pot, so the cleaning work is troublesome, and pyruvic acid will decompose at high temperature, and the reaction yield is low; another route is to use ethyl lactate as raw material, potassium permanganate oxidation, due to Potassium permanganate has strong oxidizing properties, high selectivity, many by-products in the reaction, and the product is not easy to purify, so the yield is also low

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0014] In a 1000ml three-neck flask, add 118g (1.0mol) of ethyl lactate, 500ml of acetone and 60g of sodium carbonate, and add 0.1g of TEMPO. At 25°C, slowly feed chlorine gas with constant stirring, and complete the chlorine gas flow within 1 hour. ; Then react for 30min, stop the reaction. Add 200ml NH 4 The saturated aqueous solution of Cl was extracted three times with 1000ml of dichloromethane, dried, and the solvent was removed to obtain 112g of the product with a yield of 97%.

Embodiment 2

[0016] In a 1000ml three-neck flask, add 118g (1.0mol) of ethyl lactate, 500ml of acetone and 90g of pyridine, and add 0.2g of TEMPO, at 15°C, slowly feed chlorine gas and keep stirring, and complete the chlorine gas within 1 hour; Then react for 30min, stop the reaction. Add 200ml NH 4 The saturated aqueous solution of Cl was extracted three times with 1000 ml of dichloromethane, dried, and the solvent was removed to obtain 110 g of the product with a yield of 95%.

Embodiment 3

[0018] In a 1000ml three-necked flask, add 118g (1.0mol) of ethyl lactate, 500ml of dichloromethane and 95g of sodium bicarbonate, and add 0.5g of TEMPO, at 30°C, slowly feed chlorine gas and keep stirring, within 1 hour The chlorine gas is passed through; then react for another 30 minutes and stop the reaction. Add 200ml NH 4 The saturated aqueous solution of Cl was extracted three times with 1000 ml of dichloromethane, dried, and the solvent was removed to obtain 105 g of the product with a yield of 91%.

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Abstract

The invention relates to synthesis of an organic matter, in particular to a method for preparing ethyl pyruvate by utilizing chlorine to oxidize ethyl lactate. The ethyl lactate is taken as a raw material, and the ethyl lactate is oxidized into the ethyl pyruvate by the chlorine at a temperature of between 0 and 40 DEG C under catalysis of oxynitride and alkali; the amount of the oxynitride is 0.1 to 1.0 percent of the ethyl lactate; the amount of the chlorine is 1.0 and 1.2 times of the equivalent amount of the ethyl lactate; and the amount of the alkali is 1 and 1.2 times of the equivalent amount of the ethyl lactate. The method for preparing the ethyl pyruvate has the advantages of mild reaction conditions, rapid reaction, simple process, easy operation, easy separation, environment-friendly reaction process, and high atom economical efficiency; and the reaction oxidizes the ethyl lactate into the ethyl pyruvate by using the chlorine with low cost and easy acquisition.

Description

technical field [0001] The invention relates to the synthesis of organic matter, specifically a method for preparing ethyl pyruvate by oxidizing ethyl lactate with chlorine gas. Background technique [0002] Ethyl pyruvate is an important intermediate in organic synthesis and is widely used in the fields of medicine, pesticides, cosmetics, electronics, and spices. As a pharmaceutical intermediate, it can be used to synthesize drugs such as cardiovascular dilators; it can be used in cosmetics for whitening and nourishing skin, it can promote skin wound healing, prevent and treat skin diseases characterized by cracking, peeling and scaling; it can be used as air The high-efficiency active ingredient in the freshener can effectively remove ammonia and methyl mercaptan in the air; ethyl pyruvate has a fresh, sweet floral and fruity aroma, and can be used for the deployment of flavors and spices such as apples, citrus, brandy, and chocolate; at the same time Ethyl pyruvate is al...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/716C07C67/313
Inventor 夏传海刘莺周世伟薛钦昭于君宝
Owner YANTAI INST OF COASTAL ZONE RES CHINESE ACAD OF SCI
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