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

HRID 439493Notes

Reaction equation

HRID 439493 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): δ2.205 (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-94719ecc64f5435e9262adac94b30697
Source dataset
uspto-grants-1996_05
Patent number
US05514680

Reaction notes

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