Ethyl formate → N-(2,4-Dimethoxy-benzyl)-formamide

HRID 1644630Notes

Reaction equation

HRID 1644630 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:4]=1[CH2:5][NH2:6].[CH:13](OCC)=[O:14]>>[CH3:1][O:2][C:3]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:4]=1[CH2:5][NH:6][CH:13]=[O:14]

Participants

3

Reactant 2

HCID 8025Ethyl formateHCID 5972502,4-Dimethoxybenzylamine

Product 1

HCID 21465904N-(2,4-Dimethoxy-benzyl)-formamideYield 62.5%

Procedure

2,4-Dimethoxybenzylamine (2.00 mL, 12.3 mmol) and the ethyl formate (4.96 mL, 61.4 mmol) were stirred at rt. After 18 h, the reaction mixture was concentrated in vacuo. The resulting solid was washed with ether and collected by filtration to afford the product as an off-white solid (1.5 g, 59%).

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. washThe resulting solid was washed with ether
  3. filtrationcollected by filtration

Sources & evidence

ORD record
ord-8788037db3664b15b30a36772bf32644
Source dataset
uspto-grants-2012_02
Patent number
US08124610B2

Reaction notes

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