Ethyl Acrylate → ethyl N-(3,4-dimethoxybenzyl)-beta-alaninate

HRID 275888Notes

Reaction equation

HRID 275888 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[CH2:6][NH2:7].[C:13]([O:17][CH2:18][CH3:19])(=[O:16])[CH:14]=[CH2:15]>C(O)C.C(OCC)(=O)C>[CH2:18]([O:17][C:13](=[O:16])[CH2:14][CH2:15][NH:7][CH2:6][C:5]1[CH:8]=[CH:9][C:10]([O:11][CH3:12])=[C:3]([O:2][CH3:1])[CH:4]=1)[CH3:19]

Participants

5

Reactant 2

HCID 8821Ethyl AcrylateHCID 79832Veratrylamine

Product 1

HCID 1908440ethyl N-(3,4-dimethoxybenzyl)-beta-alaninate

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 3,4-dimethoxy-benzylamine (100 g) and ethyl acrylate (65 ml) in ethanol (2L) and cylcohexane (1L) was stirred at room temperature for 20 hours then evaporated to give the title compound as a colourless oil (154 g). MS: 268 [MH]+.

Workup

  1. customthen evaporated

Sources & evidence

ORD record
ord-aa63fc6673fd43a498980b015f191263
Source dataset
uspto-grants-2002_03
Patent number
US06352977B1

Reaction notes

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