Acetyl chloride → N-[2-(3-methoxyphenyl)ethyl]acetamide

HRID 275894Notes

Reaction equation

HRID 275894 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[CH2:6][CH2:7][NH2:8].[OH-].[Na+].[C:14](Cl)(=[O:16])[CH3:15]>O.ClCCl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:6][CH2:7][NH:8][C:14](=[O:16])[CH3:15])[CH:9]=[CH:10][CH:11]=1

Participants

6

Reactant 3

HCID 6367Acetyl chlorideHCID 14798Sodium HydroxideHCID 748663-Methoxyphenethylamine

Product 1

HCID 10330235N-[2-(3-methoxyphenyl)ethyl]acetamideYield 99.7%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

3-methoxyphenethylamine(50 g, 0.33 mol) was dissolved in a soultion of water(130 ml), dichloromethane(210 ml) and sodium hydroxide(17.6 g). Acetyl chloride(25.9 ml, 0.36 mol) was added dropwise at a room temperature to the mixture solution, which was then stirred for 1 hour. The separated dichloromethane layer was dried over anhydrous magnesium sulfate and then concentrated under a reduced pressure to give 63.6 g of the titled compound.

Workup

  1. dry with materialThe separated dichloromethane layer was dried over anhydrous magnesium sulfate
  2. concentrationconcentrated under a reduced pressure

Sources & evidence

ORD record
ord-179fc5e043784fcb892132ece2df4d7d
Source dataset
uspto-grants-2002_03
Patent number
US06352993B1

Reaction notes

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