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Method for synthesizing fluoro-ethyl acetate and fluoro-methyl acetate

A technology for substituting ethyl acetate and methyl acetate, which is applied in the field of synthesis of organic chemical industry, ethyl fluoroacetate and methyl fluoroacetate, can solve the problems of long reaction time, high cost, large amount of quaternary ammonium salt, etc. Achieve the effect of less dosage and easy control of reaction conditions

Inactive Publication Date: 2013-01-16
ANQING FULLTIME CHEM INDAL +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Pinaki S takes advantage of the low melting point of quaternary ammonium salts, uses quaternary ammonium salts as a reaction medium, and uses ethyl chloroacetate or ethyl bromoacetate as a raw material to generate ethyl fluoroacetate through a halogen exchange reaction with potassium fluoride (KF). , to obtain a relatively ideal yield, but the amount of quaternary ammonium salts used in this process is relatively large, the cost is high, and the reaction process needs to be protected with nitrogen
[0006] Junko I chihara combined potassium fluoride (KF) and CaF 2 Mix according to a certain ratio, react at 110°C for 48 hours, and obtain 75% ethyl fluoroacetate, although this method can obtain a better yield, but the required reaction time is longer

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] In a 100ml flask, add 4.35g (0.075mol) of potassium fluoride (KF), 20ml of N,N-dimethylformamide, 6.125g (0.05mol) of ethyl chloroacetate, 0.219g (0.001mol) of bromine Substitute 1-butyl-3-methylimidazole, heat up to 130°C for 3h.

[0023] After the reaction, it was cooled to room temperature and filtered to obtain a black filtrate. The filtrate was taken for chromatographic analysis, and the yield was 72.47%.

Embodiment 2

[0025] In a 100ml flask, add 4.35g (0.075mol) of potassium fluoride (KF), 20ml of N,N-dimethylformamide, 6.125g (0.05mol) of ethyl chloroacetate, 0.219g (0.001mol) of bromine Substitute 1-butyl-3-methylimidazole, heat up to 130°C for 4h.

[0026] After the reaction, it was cooled to room temperature and filtered to obtain a black filtrate. The filtrate was taken for chromatographic analysis, and the yield was 75.46%.

Embodiment 3

[0028] In a 100ml flask, add 5.075g (0.0875mol) of potassium fluoride (KF), 20ml of N,N-dimethylformamide, 6.125g (0.05mol) of ethyl chloroacetate, 0.219g (0.001mol) of bromine Substitute 1-butyl-3-methylimidazole, heat up to 130°C for 3h.

[0029] After the reaction, it was cooled to room temperature and filtered to obtain a black filtrate. The filtrate was taken for chromatographic analysis, and the yield was 74.09%.

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Abstract

The invention provides a method for synthesizing fluoro-ethyl acetate and fluoro-methyl acetate. The method includes: using chloro-alkyl imidazole ionic liquid and / or bromo-alkyl imidazole ionic liquid as catalysts, using ethyl chloroacetate or methyl chloroacetate and alkali metallic fluoride as raw materials, using polar non-proton solvent as reaction medium, reacting for a period of time at a set temperature, filtering, and removing inorganic salts to obtain the fluoro-ethyl acetate or fluoro-methyl acetate.

Description

technical field [0001] The invention relates to a synthesis method of ethyl fluoroacetate and methyl fluoroacetate, belonging to the field of organic chemical technology. Background technique [0002] Fluorine is the most electronegative element, introducing fluorine atoms into compounds can often endow compounds with some special properties. Due to the high electronegativity of fluorine atoms, it can change the distribution of electron cloud density in the molecule, which is beneficial to improve the activity of molecules; the introduction of fluorine atoms can not only enhance the fat solubility of the compound, but also the bond energy of forming C-F bonds is higher than that of C-H bonds. It is beneficial to hinder the metabolic process, and can prevent the growth of pests and weeds; the polarity of the C-F bond is low, and it has greater hydrophobicity, which makes it widely used in textiles and surfactants. [0003] Fluoroacetate is an important class of chemical inte...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/307C07C69/63
Inventor 方岩雄谢凯宏周沛谭伟
Owner ANQING FULLTIME CHEM INDAL
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