m-Anisoyl chloride → 3-Methoxybenzamide

HRID 1489661Notes

Reaction equation

HRID 1489661 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6](Cl)=[O:7].C([O-])(=O)C.[NH4+:16]>CC(C)=O.ClCCl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([NH2:16])=[O:7]

Participants

5

Reactant 2

HCID 74374m-Anisoyl chlorideHCID 517165Ammonium Acetate

Product 1

HCID 984873-MethoxybenzamideYield 49.8%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 6344DichloromethaneSolvent

Procedure

17 g of 3-methoxybenzoyl chloride were dissolved in 200 ml acetone. 15.5 g of ammonium acetate were added to the solution and the reaction mixture was stirred for several hours at room temperature. Then it was dissolved in dichloromethane. The dichloromethane phase was dried by adding sodium carbonate and concentrated. 7.5 g of 3-methoxybenzamide were obtained as a colorless solid.

Workup

  1. dry with materialThe dichloromethane phase was dried
  2. additionby adding sodium carbonate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-6a7d92b1149f485b861aaca391d95109
Source dataset
uspto-grants-1997_10
Patent number
US05679699

Reaction notes

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