Acetic Anhydride → N-(2-Chloro-5-methoxyphenyl)acetamide

HRID 220284

Reaction equation

HRID 220284 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][C:3]=1[NH2:4].[C:11](OC(=O)C)(=[O:13])[CH3:12]>CC(O)=O>[Cl:1][C:2]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][C:3]=1[NH:4][C:11](=[O:13])[CH3:12]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 754606-Chloro-m-anisidine

Product 1

HCID 19081918N-(2-Chloro-5-methoxyphenyl)acetamide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 10.59 g of 2-chloro-5-methoxyaniline in 50 mL of AcOH were added dropwise at 0° C. 6.8 mL of acetic anhydride. The reaction mixture was allowed to warm up to rt, stirred for 6 h and concentrated in vacuo. The crude product was purified by CC using EtOAc/heptane 1/3 to yield 13.0 g of N-(2-chloro-5-methoxy-phenyl)-acetamide as white solid.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe crude product was purified by CC

Sources & evidence

ORD record
ord-6bdd3efc020643ea87201df1f991d82f
Source dataset
uspto-grants-2012_06
Patent number
US08202885B2

Linked notes

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