Butylamine → N-Butyltrifluoroacetamide

HRID 1199280Notes

Reaction equation

HRID 1199280 reaction equation
[F:1][C:2]([F:9])([F:8])[C:3]([O:5]CC)=O.[CH2:10]([NH2:14])[CH2:11][CH2:12][CH3:13]>>[CH2:10]([NH:14][C:3](=[O:5])[C:2]([F:1])([F:8])[F:9])[CH2:11][CH2:12][CH3:13]

Participants

3

Reactant 2

HCID 8007ButylamineHCID 9794Ethyl trifluoroacetate

Product 1

HCID 283366N-ButyltrifluoroacetamideYield 54.4%

Procedure

Ethyl trifluoroacetate (298 g, 2.1 m) was reacted in a manner similar to Example 5 with n-butylamine (169 g, 2.3 m), except that the amine was added as a liquid within 1 hour. After the exotherm (peak 56° C.) had subsided, the reaction mixture was heated under reflux for 31/2 hours (pot temperature 96° to 98° C.). The mixture was then distilled to yield 193 g of a liquid which boiled at 83° C./7 mm Hg.

Workup

  1. additionwas added as a liquid within 1 hour
  2. customAfter the exotherm (peak 56° C.)
  3. temperaturethe reaction mixture was heated
  4. temperatureunder reflux for 31/2 hours (pot temperature 96° to 98° C.)
  5. distillationThe mixture was then distilled

Sources & evidence

ORD record
ord-77d2939ebcfe4cce994be57f6114ebbc
Source dataset
uspto-grants-1990_02
Patent number
US04899249

Reaction notes

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