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Prepn process of 2,2,2-trifluoroethyl acetate

A technology of trifluoroethyl acetate and potassium acetate, which is applied to the preparation of carboxylic acid esters, the preparation of organic compounds, chemical instruments and methods, etc., can solve problems such as equipment corrosion, equipment corrosion, and health hazards to operators, and achieve Reduced production costs, mild reaction conditions, and less equipment corrosion

Inactive Publication Date: 2003-07-30
ZHEJIANG LANTIAN ENVIRONMENTAL PROTECTION HI TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] For the synthesis of this compound, various methods have been proposed, such as the method described in the patent WO95 / 35274 by ELFATOCHEM Company of France, in the mixture of potassium acetate and sulfolane solvent, under normal pressure, gas 1, 1, 1 -The method for generating 2,2,2-trifluoroethyl acetate while trifluoro-2-chloroethane (HCFC133a), the conversion rate of potassium acetate and the yield of product of this patented method are higher, but has following deficiency: What adopted in this method is solid, liquid, gas three-phase reaction, and the utilization rate of HCFC133a is low, and unreacted HCFC133a and product are discharged by tail gas, need a cover to reclaim the device of HCFC133a, have increased production cost; Simultaneously, at its reaction temperature Under the environment, the solvent sulfolane is easy to decompose, the resulting product has an unpleasant smell, the equipment is severely corroded, and the health of the operator is endangered, so it is difficult to apply in production
This method also has the following disadvantages: due to the excessive potassium acetate used, its conversion rate is not high, so unreacted potassium acetate is difficult to reclaim with conventional methods, which not only increases the cost, but also pollutes the environment; Decomposition, corrosion to equipment

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] In a dry 1L stainless steel autoclave equipped with magnetic stirring, put in 98g (1.0mol) of dry anhydrous potassium acetate, 198g (2.0mol) of polar aprotic solvent N-methylpyrrolidone and 1.0g of phase transfer catalyst After 6000 ethylene glycol, close the kettle, then press in 178g (1.5mol) of HCFC133a, and close the valve. Control the stirring speed at 200-250 rpm, raise the temperature to 200°C within 1h, react at this temperature for 2h, and after the pressure drops from 1.80Mpa to 1.30Mpa, flash the product at 170-160°C to another In the receiving bottle of packed column and condenser, liquid product 191g is obtained, and after analysis, its component composition (percentage by weight) is:

[0018] 1,1,1-Trifluoro-2-chloroethane (R133a) 29.50%

[0019] 2,2,2-Trifluoroethyl acetate (ATE) 63.72%

[0020] N-Methylpyrrolidone (NMP) 6.78%

[0021] After calculation, the yield of ATE is 85.7%, and the conversion rate of raw material potassium acetate is 95.6%. [Ex...

Embodiment 2

[0022]In a dry 1L stainless steel autoclave equipped with magnetic stirring, put in 98g (1.0mol) of dry anhydrous potassium acetate, 198g (2.0mol) of polar aprotic solvent N-methylpyrrolidone and 3.0g of phase transfer catalyst After 6000 ethylene glycol, close the kettle, then press in 178g (1.5mol) of HCFC133a, and close the valve. Control the stirring speed at 200-250 rpm, raise the temperature to 180°C within 1h, react at this temperature for 6h, and after the pressure drops from 1.05Mpa to 0.9Mpa, flash the product at 170-160°C to another In the receiving bottle of packing column and condenser, obtain liquid product 189g, after analysis, its component composition (percentage by weight) is:

[0023] 1,1,1-Trifluoro-2-chloroethane (R133a) 20.69%

[0024] 2,2,2-Trifluoroethyl acetate (ATE) 72.73%

[0025] N-Methylpyrrolidone (NMP) 6.17%

[0026] After calculation, the yield of ATE is 96.8%, and the refined ATE with a purity of more than 98% can be obtained through rectifi...

Embodiment 3

[0027] Except that the phase-transfer catalyst was changed to sodium dodecylsulfonate (2.7g), others were implemented according to the steps of Example 2. The conversion rate of raw material potassium acetate is 92.6%, and the yield of ATE is 70.7%. 【Example 4】

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PUM

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Abstract

In the present invention, under the presence of polar non-proton solvent N-methyl pyrrolidone and phase transfer catalyst ammonium tetrabutyl bromide or polyglycol 6000, anhydrous 1,1,1-trifluoro-2-chloroethane and potassium acetate in molar ratio 1.0-5.0 to 1.0 react at 100-300 deg.c; and through further flash distillation and rectification, 2,2,2-trifluoroethyl acetate is prepared. Compound 2,2,2-trifluoroethyl acetate is the precursor for synthesizing trifluoroethanol as organic refrigerant and the important material for synthesizing fluoric compound. The present invention has the featuresof short reaction period, high material converting rate, high product yield, reuse of the solvent, etc. and may be used in industrial production.

Description

technical field [0001] The invention relates to a preparation method of fluorine-containing organic compound 2,2,2-trifluoroethyl acetate. Background technique [0002] 2,2,2-Trifluoroethyl acetate (ATE) is the precursor for the synthesis of trifluoroethanol, which is an extremely important fluorine-containing compound and is widely used in industry. For example, in terms of medicine and pesticides, the anesthetics Fluroxene, Isoflurane and Desflurane can be synthesized, which can be used as the introduction agent of trifluoroethyl and trifluoroethoxy to synthesize the central nervous system Stimulant Fluotyl (Flowotyl), proton pump blocker Lansoprazol (PP inhibitor), antiarrhythmic drug Flecamide, analgesic benzodiazepine (Quazepam) , dysuria treatment drug KMD-3213, herbicide Triflusulfuron-methyl, etc.; in the field of energy, it can be used as the working medium of Rankine cycle and the working fluid of refrigeration, heating and heat pump; in the...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/10C07C69/63
Inventor 徐卫国徐宇威
Owner ZHEJIANG LANTIAN ENVIRONMENTAL PROTECTION HI TECH
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