Acetic Anhydride → N-[4-chloro-2-(trifluoromethyl)phenyl]acetamide

HRID 439481Notes

Reaction equation

HRID 439481 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]([F:12])([F:11])[F:10].[C:13](OC(=O)C)(=[O:15])[CH3:14]>>[C:13]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]([F:12])([F:10])[F:11])(=[O:15])[CH3:14]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 67961Benzenamine, 4-chloro-2-(trifluoromethyl)-

Product 1

HCID 6461606N-[4-chloro-2-(trifluoromethyl)phenyl]acetamideYield 91.7%

Procedure

A solution of 2-amino-5-chlorobenzotrifluoride (1.01 g, 5.16 mmol, Aldrich) in acetic anhydride (5 mL) was stirred at room temperature for 12 h to produce white needle precipitate. It was filtered to give 1.123 g (91.7%) of 2-acetamido-5-chlorobenzotrifluoride. 1H NMR (CDCl3): δ2.214 (s, 3H); 7.359 (br, 1H); 7.512 (d, 1H, J=9 Hz), 7.581 (s, 1H); 7.163 (d, 1H, J=8.4 Hz).

Workup

  1. customto produce white needle precipitate
  2. filtrationIt was filtered

Sources & evidence

ORD record
ord-1a75955749f34a6daaaf62b8f5ee85d1
Source dataset
uspto-grants-1996_05
Patent number
US05514680

Reaction notes

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