Ethanol → Ethyl 3,3,3-Trifluoropropionate

HRID 13853

反応式

HRID 13853 の反応式
S(Cl)(=O)(=O)[OH:2].F[C:7](F)=[CH:8][C:9]([F:12])([F:11])[F:10].[CH2:14]([OH:16])[CH3:15]>>[C:9]([CH2:8][C:7]([O:16][CH2:14][CH3:15])=[O:2])([F:12])([F:11])[F:10]

参加物

4

反応物 3

HCID 702EthanolHCID 24638Chlorosulfonic acidHCID 696471,1,3,3,3-Pentafluoropropene

生成物 1

HCID 2782349Ethyl 3,3,3-Trifluoropropionate収率 87%

反応条件

温度
20 °C

実験手順

A 100 mL Hastelloy shaker tube was loaded with 26.5 g (0.227 mole) chlorosulfuric acid, cooled in liquid nitrogen, evacuated and loaded with 30 g (0.225 mole) of 1,1,3,3,3-pentafluoropropene. The reaction vessel was allowed to warm and kept on a shaker at 40° C. at autogenous pressure for 6 hours. The pressure tube was unloaded, and the reaction mixture was added drop by drop into the flask containing 60 ml of ethanol at −10° C. over a 15 minute period. The reaction mixture was stirred overnight at 20° C. and then was poured into 200 ml of ice water. The organic layer was separated, washed with sodium bicarbonate, water, and dried under MgSO4. Distillation gave 31 g of CF3CH2COOEt (87%), bp 108-109° C.

後処理

  1. temperaturecooled in liquid nitrogen
  2. customevacuated
  3. temperatureto warm
  4. additionthe reaction mixture was added drop by drop into the flask
  5. customThe organic layer was separated
  6. washwashed with sodium bicarbonate, water
  7. customdried under MgSO4
  8. distillationDistillation

出典と根拠

ORDレコード
ord-41cf697fc97a4e12acff528e5f786692
出典データセット
uspto-grants-2010_06
特許番号
US07728183B2

関連ノート

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