Acetic Anhydride → N-(3,5-dimethoxyphenyl)acetamide

HRID 912548Notes

Reaction equation

HRID 912548 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH2:11])[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.[CH3:12][C:13](OC(C)=O)=[O:14].CCCCCC>C1(C)C=CC=CC=1>[CH3:10][O:9][C:7]1[CH:6]=[C:5]([NH:11][C:13](=[O:14])[CH3:12])[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=1

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8058HexaneHCID 663013,5-Dimethoxyaniline

Product 1

HCID 702039N-(3,5-dimethoxyphenyl)acetamide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 3,5-dimethoxy-phenylamine (22.0 g, 143.6 mmol) in toluene (100 mL), is added slowly Ac2O (14 mL) at room temperature. After stirring 30 minutes, hexane (50 mL) is added with stirring at room temperature. The resulting solid is filtered and washed with hexane (50 mL) to offer designed product as a white solid 14.

Workup

  1. stirringwith stirring at room temperature
  2. filtrationThe resulting solid is filtered
  3. washwashed with hexane (50 mL)

Sources & evidence

ORD record
ord-64bcb4283a7945a9bd9298d6aa0737d0
Source dataset
uspto-grants-2011_09
Patent number
US08026243B2

Reaction notes

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