Acetic Anhydride → n-[4-Chloro-3-(trifluoromethyl)phenyl]acetamide

HRID 53780

Reaction equation

HRID 53780 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:9]([F:12])([F:11])[F:10])[C:5]([Cl:8])=[CH:6][CH:7]=1.[C:13](OC(=O)C)(=[O:15])[CH3:14]>>[C:13]([NH:1][C:2]1[CH:3]=[C:4]([C:9]([F:12])([F:10])[F:11])[C:5]([Cl:8])=[CH:6][CH:7]=1)(=[O:15])[CH3:14]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 675744-Chloro-3-(trifluoromethyl)aniline

Product 1

HCID 67676n-[4-Chloro-3-(trifluoromethyl)phenyl]acetamideYield 98.5%

Procedure

A solution of 3-amino-6-chlorobenzotrifluoride (1.045 g, 5.34 mmol, Aldrich) in acetic anhydride (5 mL) was stirred at room temperature for 12 h to produce a white needle precipitate. It was filtered to give 1.250 g (98.5%) of 3-acetamido-6-chlorobenzotrifluoride. 1H NMR (CDCl3): δ 2.193 (s, 3H); 7.420 (d, 1H, J=8.7 Hz); 7.726 (m, 2H), 7.804 (s, 1H).

Workup

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

Sources & evidence

ORD record
ord-c9d2d78dc1bb48ed84a1acb78f622449
Source dataset
uspto-grants-1997_04
Patent number
US05620979

Linked notes

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