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Method for preparing ethyl pyruvate

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, to achieve the effects of easy separation, mild reaction conditions, and promotion of skin wound healing

Inactive Publication Date: 2011-03-30
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

[0016] In the three-necked flask of 2000ml, add ethyl lactate 118g (1.0mol) and 800ml acetone and 60g sodium carbonate, and add 0.1g 2,2,6,6-tetramethyl piperidine oxide (TEMPO), at 25 At ℃, add dropwise an acetone solution containing 85 g of trichloroisocyanuric acid (TCCA) and stir; react for 1 hour after the dropwise addition, and stop the reaction. 200ml of HCl aqueous solution with a pH value of 5 was added, extracted three times with 1000ml of dichloromethane, dried, and the solvent was removed to obtain 110g of the product with a yield of 95%.

Embodiment 2

[0018] In a 2000ml three-necked flask, add 118g (1.0mol) of ethyl lactate and 800ml of dichloromethane and 90g of pyridine, and add 0.1g of 4-acetoxy-2,2,6,6-tetramethylpiperidine oxide (OTEMPO), at 10°C, add dropwise an acetone solution containing 157g of dibromohydantoin (DBDMH) and stir; react for 1 hour after the dropwise addition, and stop the reaction. Add 200ml of HCl aqueous solution with a pH value of 5, extract three times with 1000ml of dichloromethane, dry and remove the solvent to obtain 114g of the product with a yield of 98%.

Embodiment 3

[0020] In a 2000ml three-necked flask, add 118g (1.0mol) of ethyl lactate, 800ml of acetone and 100g of picoline, and add 1.0g of N-hydroxyphthalimide (NHPI). At 25°C, dropwise Contain the acetone solution of 108g dichlorohydantoin (DCDMH) and stir; After the dropwise addition, react for 1 hour, stop the reaction. 200ml of HCl aqueous solution with a pH value of 5 was added, extracted three times with 1000ml of dichloromethane, dried, and the solvent was removed to obtain 105g 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. Ethyl lactate is taken as a raw material, and the ethyl lactate is oxidized into the ethyl pyruvate by a acetone solution of halogeno organic oxidant at a temperature of between 0 and 45 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 halogen organic oxidant 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 and easy separation. In the reaction, industrial chlorinating agent and brominating agent with low cost and easy acquisition are used as oxidants to oxidize the ethyl lactate into the ethyl pyruvate.

Description

technical field [0001] The invention relates to the synthesis of organic matter, in particular to a method for preparing ethyl pyruvate. [0002] Background technique [0003] 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 also an important raw material for...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C69/716C07C67/313
Inventor 夏传海刘莺苑学霞薛钦昭于君宝
Owner YANTAI INST OF COASTAL ZONE RES CHINESE ACAD OF SCI