m-Anisoyl chloride → 3-Methoxybenzamide

HRID 1078362Notes

Reaction equation

HRID 1078362 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-228169d585f3459db6433751facf9e90
Source dataset
uspto-grants-1996_08
Patent number
US05547967

Reaction notes

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