Acetic Anhydride → N-(5-Bromo-2-(trifluoromethoxy)phenyl)acetamide

HRID 1914746Notes

Reaction equation

HRID 1914746 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:9][C:10]([F:13])([F:12])[F:11])=[C:6]([NH2:8])[CH:7]=1.[C:14](OC(=O)C)(=[O:16])[CH3:15]>CCO>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:9][C:10]([F:11])([F:12])[F:13])=[C:6]([NH:8][C:14](=[O:16])[CH3:15])[CH:7]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 27793675-Bromo-2-(trifluoromethoxy)aniline

Product 1

HCID 3603102N-(5-Bromo-2-(trifluoromethoxy)phenyl)acetamideYield 95%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of 5-bromo-2-trifluoromethoxy-phenylamine (5.12 g, 20 mmol) in EtOH (50 mL) at 0° C. was added a solution of acetic anhydride (4.7 mL, 50 mmol) in EtOH (10 mL). The mixture was stirred at room temperature overnight. The solvent was evaporated to dryness and the solid was tritured with diethyl ether and filtered to give 5.64 g (95% yield) of N-(5-bromo-2-trifluoromethoxy-phenyl)-acetamide.

Workup

  1. customThe solvent was evaporated to dryness
  2. filtrationfiltered

Sources & evidence

ORD record
ord-ab5d4a300b134c139ef92298a61a0394
Source dataset
uspto-grants-2013_12
Patent number
US08614220B2

Reaction notes

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