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Method for synthesizing oxazoline-2-ketone

A technology for synthesizing oxazoline and oxazoline, applied in the direction of organic chemistry and the like, can solve problems such as difficult separation of catalyst and product, and achieve the effects of being beneficial to large-scale industrial production, reducing the burden of three-waste treatment, and low technological difficulty

Inactive Publication Date: 2008-10-29
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Abstract
  • Description
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AI Technical Summary

Problems solved by technology

The product selectivity of this method reaches more than 99%, no racemization occurs on the chiral substrate, both the selenium catalyst and the solvent can be recycled, and the catalytic activity is basically unchanged, which solves the difficulty of separating the catalyst and the product in homogeneous catalysis

Method used

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  • Method for synthesizing oxazoline-2-ketone
  • Method for synthesizing oxazoline-2-ketone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Add 10ml of acetonitrile, 0.61g (10mmol) of ethanolamine, 0.0395g (0.5mmol) of Se into the three-necked flask, put it into an oil bath heated to 30C, and stir the reaction with carbon monoxide for about 15 minutes. Oxygen was introduced at a certain rate, and the reaction was stirred for 8h. Stop CO, continue to pass through oxygen to oxidize for 2 hours, filter and recover the catalyst, evaporate the solvent in vacuo to obtain a crude product, after recrystallization and purification, weigh 0.84g of the product oxazolin-2-one, and the first single-pass yield is 93 % (calculated as ethanolamine).

Embodiment 2

[0028] The organic solvent is dimethylformamide, and the experimental method and steps are the same as those in Example 1, and the actual yield per pass for the first time is 85% (calculated by ethanolamine).

Embodiment 3

[0030] The organic solvent is pyridine, and the experimental method and steps are the same as those in Example 1, and the actual yield per pass for the first time is 93% (calculated by ethanolamine).

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Abstract

A method for synthesizing or substituting oxazoline-2-ketone comprises the steps of performing cyclocarbonylation with beta-amino alcohols as reactant and CO as carbonylation reagent and in the presence of selenium catalyst to obtain oxazoline-2-ketone, wherein the molar ratio of selenium catalyst and the reactant is 1-20% (mol), the reaction time is 2-20 hours, the reaction temperature is 10-100 DEG C, and the CO pressure is 1atm. By using the inventive method, the product has selectivity over 99% and has no racemization to chiral substrates, both the selenium catalyst and the solvent can be recycled, and the catalytic activity is substantially unchanged, so as to solve the difficulty of difficult separation of a catalyst and a product in a homogeneous catalysis.

Description

technical field [0001] The invention relates to a method for synthesizing fine chemicals oxazolin-2-ones, in particular to a method for catalytically synthesizing oxazolin-2-ones instead of phosgene or phosgene derivatives. Background technique [0002] Oxazolin-2-ones, especially chiral oxazolin-2-ones, are a class of fine chemicals widely used in pesticides, medicine, synthesis and other fields. At present, the synthesis of such compounds mainly adopts the phosgene method or the phosgene derivative method. Since the phosgene method or the phosgene derivative method uses highly toxic phosgene, a large amount of highly corrosive chlorine-containing by-products are produced during the reaction process. , resulting in serious corrosion of equipment, is an environmental pollutant. In recent years, with the strengthening of people's awareness of environmental protection, environmental protection standards have been improved, and environmentally friendly synthesis methods have b...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D263/20
Inventor 李鹏陆世维原晓华俞俊学王树东
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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