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

HRID 54363

Reaction equation

HRID 54363 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-a0504cc7881b4d32806eb74fca5a23b5
Source dataset
uspto-grants-1997_04
Patent number
US05622952

Linked notes

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