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Preparation method of trifluoroacetic acid ethyl ester and preparation method of intermediate of trifluoroacetic acid ethyl ester

A technology of ethyl trifluoroacetate and ethanol, applied in the field of preparation of ethyl trifluoroacetate and intermediates thereof, can solve the problems of large amount of three wastes, high equipment requirements, and high production cost, and achieves suppression of the production of ether and water, The effect of shortening reaction time and reducing product loss

Inactive Publication Date: 2014-04-02
联化科技(上海)有限公司 +3
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0007] The technical problem to be solved by the present invention is that, in order to solve the defects such as high equipment requirements, low yield, high production cost, large amount of three wastes, long reaction route and unfavorable industrialized production in the prior art for the preparation process of ethyl trifluoroacetate, And provide a kind of preparation method of ethyl trifluoroacetate and intermediate thereof

Method used

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  • Preparation method of trifluoroacetic acid ethyl ester and preparation method of intermediate of trifluoroacetic acid ethyl ester
  • Preparation method of trifluoroacetic acid ethyl ester and preparation method of intermediate of trifluoroacetic acid ethyl ester
  • Preparation method of trifluoroacetic acid ethyl ester and preparation method of intermediate of trifluoroacetic acid ethyl ester

Examples

Experimental program
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Embodiment 1

[0079] Step 1. Add 73.2 g (1 mol) of methyl isopropylamine and 400 g of toluene into a 1000 ml dry flask, add 182 g (1 mol) of trichloroacetyl chloride dropwise at 20 to 30°C, and keep it for 0.5 to 1 h after the addition is completed. Add 182 g of water to wash the layers, and the organic layer is desolvated and concentrated under reduced pressure to obtain 214.1 g (0.98 mol) of N-methyl-N-isopropyl-2,2-trichloroacetamide. 98% yield, purity> 99.0%.

[0080] Step 2. Add 132.5g (2.28mol) KF, [bmin][PF6]692g, 214.1g (0.98mol) N-methyl-N-isopropyl-2,2-trichloroacetamide into a 1000ml flask. Incubate at 60-70°C for 4-5h, filter, and concentrate by distillation to obtain 157.3g (0.931mol) of N-methyl-N-isopropyl-2,2-trifluoroacetamide, with a yield of 94.3% and a purity of 99.4%.

[0081] Step 3. Add 184.2g (1.88mol) of concentrated sulfuric acid to a 500ml flask, and add 157.3g (0.931mol) of N-methyl-N-isopropyl-2,2-trifluoroacetamide dropwise at 95℃~100℃ And 45.2g (0.98mol) ethanol ...

Embodiment 2

[0083] Step 1. Add 146.4g (2mol) of methyl isopropylamine and 400g of toluene into a 1000ml dry flask, add 182g (1mol) of trichloroacetyl chloride dropwise at 20-30°C, and keep it for 0.5-1h after the addition. Add 182 g of water to wash the layers, and the organic layer is desolvated and concentrated under reduced pressure to obtain 215.9 g (0.988 mol) of N-methyl-N-isopropyl-2,2-trichloroacetamide. 99% yield, purity> 99.0%.

[0084] Step 2. Add 132.5 (2.28mol) KF, [bmin][PF6] 435g, 215.9g (0.988mol) N-methyl-N-isopropyl-2,2-trichloroacetamide into a 1000ml flask at 90 Incubate at -100°C for 4-5h, filter, distill and concentrate to obtain 158.5g (0.938mol) of N-methyl-N-isopropyl-2,2-trifluoroacetamide with a yield of 95% and a purity of 99.5%.

[0085] Step 3. Add 184.2g (1.88mol) of concentrated sulfuric acid to a 500ml flask, and add 158.5g (0.938mol) of N-methyl-N-isopropyl-2,2-trifluoroacetamide dropwise at 95℃~100℃ And 45.2g (0.98mol) ethanol mixed solution, after 2 hours ...

Embodiment 3

[0087] Step 1. Add 182.8g (2.5mol) of methyl isopropylamine and 400g of toluene into a 1000ml dry flask, add 182g (1mol) of trichloroacetyl chloride dropwise at 20-30°C, and keep the temperature for 0.5-1h after the addition. Add 182 g of water to wash the layers, and the organic layer is desolvated and concentrated under reduced pressure to obtain 215.9 g (0.988 mol) of N-methyl-N-isopropyl-2,2-trichloroacetamide. 99% yield, purity> 99.0%.

[0088] Step 2. Add 171.7g (2.96mol) KF, [bmin][PF6]863.6g, 215.9g (0.988mol) N-methyl-N-isopropyl-2,2-trichloroacetamide into a 1000ml flask Incubate at 70-80°C for 3-4 hours, filter, and concentrate by distillation to obtain 159.4g (0.943mol) of N-methyl-N-isopropyl-2,2-trifluoroacetamide with a yield of 96% and a purity of 99.5%.

[0089] Step 3. Add 184.2g (1.88mol) of concentrated sulfuric acid into a 500ml flask, and add 159.4g (0.943mol) of N-methyl-N-isopropyl-2,2-trifluoroacetamide dropwise at 95℃~100℃ And 45.2g (0.98mol) ethanol mix...

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Abstract

The invention discloses a preparation method of a trifluoroacetic acid ethyl ester and a preparation method of an intermediate of the trifluoroacetic acid ethyl ester. The preparation method of the trifluoroacetic acid ethyl ester comprises the following steps: adding dropwise a mixed solution of a compound I and ethyl alcohol into concentrated sulfuric acid at the temperature of 95-100 DEG C, and keeping the temperature at 95-100 DEG C to react until distilling generated trifluoroacetic acid ethyl ester in the dropping process, wherein R1 and R2 independent represent phenyl or C1-3 linear chain or branched chain alkyl, and when R1 and R2 are respectively independent C1-3 linear chain or branched chain alkyl, R1 and R2 are different. The preparation method takes trichloro-acetic chloride and secondary amine as starting materials, the production process is simple and convenient, a green solvent ionic liquid is used in the fluoridation, the three wastes are few, the reaction condition is mild, the energy consumption is reduced, the yield is high, and the preparation method is applicable to industrial production.

Description

Technical field [0001] The invention relates to a preparation method of ethyl trifluoroacetate and its intermediates. Background technique [0002] Ethyl trifluoroacetate is an important pharmaceutical, pesticide and chemical intermediate. [0003] At present, there are many methods for preparing ethyl trifluoroacetate, including the following methods: [0004] Method 1: CN101397249A discloses a method for preparing ethyl trifluoroacetate. The method uses trifluoroacetic acid and anhydrous ethanol as the main raw materials, and uses a strong acid ion exchange resin as a catalyst. The temperature is lower than 50℃ and atmospheric pressure. Add absolute ethanol dropwise and keep the reaction complete for a period of time. The catalyst is filtered out, dried in a drying tower filled with solid particles of silica gel to remove the remaining water, distilled under normal pressure, and fractions at 58°C to 64°C are collected to obtain the target product. [0005] Method two, CN102351694A...

Claims

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Application Information

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IPC IPC(8): C07C69/63C07C67/20C07C231/12C07C231/02C07C233/05C07C233/07
CPCC07C67/20C07C231/02C07C231/12C07C69/63C07C233/05Y02P20/54
Inventor 林行军樊小彬徐晓明沈启富杨威奚奇
Owner 联化科技(上海)有限公司
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