Ethanol → Ethyl 3-bromo-2,2,3,3-tetrafluoropropionate

HRID 843369Notes

Reaction equation

HRID 843369 reaction equation
[Br:1][C:2]([F:10])([F:9])[C:3]([F:8])([F:7])[C:4]([OH:6])=[O:5].S(=O)(=O)(O)O.[CH2:16](O)[CH3:17]>>[Br:1][C:2]([F:10])([F:9])[C:3]([F:8])([F:7])[C:4]([O:6][CH2:16][CH3:17])=[O:5]

Participants

4

Procedure

To a solution of 7.0 g (31 mmol) of 3-bromo-2,2,3,3-tetrafluoropropionic acid in 40 ml of ethanol was added 1.0 ml of concentrated sulfuric acid, and the mixture was heated under reflux for 8 hours and then distilled under ordinary pressure to give an ethanolic solution of ethyl 3-bromo-2,2,3,3-tetrafluoropropionate. Ammonia gas was blown into the solution, which was left at room temperature overnight and then concentrated under reduced pressure to give 5.6 g of 3-bromo-2,2,3,3-tetrafluoropropionamide as a white solid.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 8 hours
  3. distillationdistilled under ordinary pressure

Sources & evidence

ORD record
ord-279db56413f040f9badd0692ac47f6bd
Source dataset
uspto-grants-2002_04
Patent number
US06376710B2

Reaction notes

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