3-(Trifluoromethyl)aniline → 3-oxo-N-[3-(trifluoromethyl)phenyl]butanamide

HRID 27907

Reaction equation

HRID 27907 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][CH:9]=1)[NH2:6].[CH2:12]=[C:13]1[O:17][C:15](=[O:16])[CH2:14]1>C1C=CC=CC=1>[F:1][C:2]([F:10])([F:11])[C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][CH:9]=1)[NH:6][C:15](=[O:16])[CH2:14][C:13]([CH3:12])=[O:17]

Participants

4

Reactant 2

HCID 73753-(Trifluoromethyl)anilineHCID 12661Diketene

Product 1

HCID 7443663-oxo-N-[3-(trifluoromethyl)phenyl]butanamide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

m-Trifluoromethyl aniline (32.22 g) in benzene was dissolved in benzene and diketene added slowly with mixing. The reaction mixture was allowed to stand at 25° C. The resulting solid product was recrystallized from ethanol to yield 3'-trifluoromethyl acetoacetanilide.

Workup

  1. additionwith mixing
  2. customto stand at 25° C
  3. customThe resulting solid product was recrystallized from ethanol

Sources & evidence

ORD record
ord-e2e79f9094af4c188695b3e1de86223b
Source dataset
uspto-grants-1980_09
Patent number
US04224334

Linked notes

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