Acetic Anhydride → N-(4-Fluoro-2-methylphenyl)acetamide

Reaction equation

[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([CH3:9])[CH:3]=1.[O:10](C(C)=O)[C:11]([CH3:13])=O>>[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:11](=[O:10])[CH3:13])=[C:4]([CH3:9])[CH:3]=1

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 679824-Fluoro-2-methylaniline

Product 1

HCID 2737623N-(4-Fluoro-2-methylphenyl)acetamideYield 74%

Procedure

A mixture of 4-fluoro-2-methylaniline (20 g) and (CH3CO)2O (400 mL) was stirred at RT for 3 hours. The reaction mixture was subsequently poured into ice water (1000 mL), stirred for 10 minutes, filtered, and dried under vacuum to give the title compound (20 g, 74%).

Workup

stirringstirred for 10 minutes
filtrationfiltered
customdried under vacuum

Sources & evidence

ORD record: ord-259c4edab98645ea991b35ce6b268676
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09365566B2

Reaction notes

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