Acetic Anhydride → N-(4-fluoro-2-(trifluoromethyl)phenyl)acetamide

HRID 53775

Reaction equation

HRID 53775 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([F: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]([F: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 678534-Fluoro-2-(trifluoromethyl)aniline

Product 1

HCID 10560920N-(4-fluoro-2-(trifluoromethyl)phenyl)acetamideYield 98%

Procedure

A solution of 2-amino-5-fluorobenzotrifluoride (2.025 g, 11.31 mmol, Aldrich) in acetic anhydride (10 mL) was stirred at room temperature for 12 h, and then most of the acetic anhydride was removed. The white needle crystals were collected by filtration, affording 2.445 g (98%) of 2-acetamido-5-fluorobenzotrifluoride. 1H NMR (CDCl3): δ 2.205 (S, 3H); 7.229-7.335 (m, 3H); 8.055 (dd, 1H, J1 =4.8 Hz, J2 =8.4 Hz).

Workup

  1. custommost of the acetic anhydride was removed
  2. filtrationThe white needle crystals were collected by filtration

Sources & evidence

ORD record
ord-a4fc415634834fa4b50ffb1937ce7782
Source dataset
uspto-grants-1997_04
Patent number
US05620979

Linked notes

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