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Preparation method for 3,3,3-trifluoropropenyl methyl ether

A technology of trifluoropropenyl methyl ether and trifluoropropane, which is applied in the fields of ether preparation and organic chemistry, and can solve the problems of low reaction yield and long reaction time

Active Publication Date: 2012-01-18
XIAN MODERN CHEM RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

For example, US2739987 discloses a preparation method of 3,3,3-trifluoropropenyl methyl ether, which uses 1-chloro-3,3,3-trifluoropropene as raw material, and in the presence of potassium hydroxide, 1- Chloro-3,3,3-trifluoropropene was reacted with methanol for 19h to obtain 3,3,3-trifluoropropenyl methyl ether, and the yield of 3,3,3-trifluoropropenyl methyl ether was 48%, but The reaction yield of this method is lower and the reaction time is longer

Method used

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  • Preparation method for 3,3,3-trifluoropropenyl methyl ether

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Embodiment 1

[0014] Under stirring, add 96g of methanol and 80g of sodium hydroxide into the reactor, then add 128g of 1,2-dibromo-3,3,3-trifluoropropane, heat up to 70°C, react for 6h, cool to room temperature, and discharge. The reaction solution was washed three times with 100 g of water to obtain 3,3,3-trifluoropropenyl methyl ether, 44.1 g, with a yield of 70% and a purity of 98%.

[0015] Product structure identification:

[0016] MS: m / z 126 (M + ), 91(100).

[0017] IR(KBr), υ / cm -1 : 3002, 2951, 1681, 1465, 1291, 1139, 975.

[0018] 13 CNMR (CDCl 3 ), δ / ppm: 147.6 (CH, C1), 121.5 (CF 3 , C3), 93.8 (CH, C2), 55.90 (OCH3).

[0019] 1 HNMR (CDCl 3 ), δ / ppm: 6.79 (d, 1H), 4.70 (d, 1H) 3.80 (s, 3H).

[0020] The structure identification data proves that the substance obtained by the method of the present invention is indeed 3,3,3-trifluoropropenyl methyl ether.

Embodiment 2

[0022] Under stirring, add 128g of methanol and 80g of sodium hydroxide into the reactor, then add 128g of 1,2-dibromo-3,3,3-trifluoropropane, heat up to 70°C, react for 6h, cool to room temperature, and discharge. The reaction solution was washed three times with 100 g of water to obtain 3,3,3-trifluoropropenyl methyl ether, 42.8 g, with a yield of 68.0% and a purity of 98%.

Embodiment 3

[0024] Under stirring, add 128g of methanol and 120g of sodium hydroxide into the reactor, then add 128g of 1,2-dibromo-3,3,3-trifluoropropane, heat up to 70°C, react for 6h, cool to room temperature, and discharge. The reaction solution was washed three times with 100 g of water to obtain 3,3,3-trifluoropropenyl methyl ether, 43.5 g, with a yield of 69.1% and a purity of 98%.

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Abstract

The present invention discloses a preparation method for 3,3,3-trifluoropropenyl methyl ether (CF3CH=CHOCH3). In the prior art, the reaction yield is low, the raw materials are difficult to be obtained, the cost is high. A purpose of the present invention is to solve the problems in the prior art. With the present invention, 1,2-dibromo-3,3,3-trifluoropropane is adopted as a raw material; the preparation method comprises the following steps: during stirring, adding methanol, an alkali to a reactor, then adding 1,2-dibromo-3,3,3-trifluoropropane, heating to a temperature of 70 DEG C, carrying out the reaction for 6 hours, wherein a mole ratio of the 1,2-dibromo-3,3,3-trifluoropropane to the methanol to the alkali is 1:3-8:2.4-6. The preparation method provided by the present invention is mainly applicable for preparing the 3,3,3-trifluoropropenyl methyl ether.

Description

technical field [0001] The present invention relates to a preparation method of 3,3,3-trifluoropropenyl methyl ether, in particular to a 3,3,3- The preparation method of trifluoropropenyl methyl ether. Background technique [0002] 3,3,3-Trifluoropropenyl methyl ether can be used as an intermediate in the synthesis of medicines and pesticides, and can also be used as a raw material or intermediate in the synthesis of high-performance materials. In the prior art, 3,3,3-trifluoropropenyl methyl ether is mainly prepared from 1-chloro-3,3,3-trifluoropropene through nucleophilic substitution reaction. For example, US2739987 discloses a preparation method of 3,3,3-trifluoropropenyl methyl ether, which uses 1-chloro-3,3,3-trifluoropropene as raw material, and in the presence of potassium hydroxide, 1- Chloro-3,3,3-trifluoropropene was reacted with methanol for 19h to obtain 3,3,3-trifluoropropenyl methyl ether, and the yield of 3,3,3-trifluoropropenyl methyl ether was 48%, but T...

Claims

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Application Information

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IPC IPC(8): C07C43/17C07C41/01
Inventor 杜咏梅吕剑谷玉杰薛云娜亢建平曾纪珺万洪张伟
Owner XIAN MODERN CHEM RES INST
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