Ethyl Acrylate → Ethyl 3-(2-ethoxycarbonylethyl)amino-4-(2-methoxyphenyl)-2-methylbutanoate

HRID 1281905Notes

Reaction equation

HRID 1281905 reaction equation
[NH2:1][CH:2]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[O:17][CH3:18])[CH:3]([CH3:9])[C:4]([O:6][CH2:7][CH3:8])=[O:5].[C:19]([O:23][CH2:24][CH3:25])(=[O:22])[CH:20]=[CH2:21]>C(O)C>[CH2:24]([O:23][C:19]([CH2:20][CH2:21][NH:1][CH:2]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[O:17][CH3:18])[CH:3]([CH3:9])[C:4]([O:6][CH2:7][CH3:8])=[O:5])=[O:22])[CH3:25]

Participants

4

Reactant 2

HCID 8821Ethyl AcrylateHCID 10988741Ethyl 3-amino-4-(2-methoxyphenyl)-2-methylbutanoate

Product 1

HCID 10937051Ethyl 3-(2-ethoxycarbonylethyl)amino-4-(2-methoxyphenyl)-2-methylbutanoateYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

148 g (0.6 mol) of ethyl 3-amino-4-(2-methoxyphenyl)-2-methylbutanoate 13 and 119 g (1.2 mol) of ethyl acrylate are dissolved in 250 mL of abs. ethanol and refluxed for 6 h. Then the mixture is concentrated by evaporation in vacuo. The residue is again taken up in 300 mL of toluene and once more concentrated by evaporation in vacuo. 210 g (100%) of the desired product are isolated as an oil.

Workup

  1. concentrationThen the mixture is concentrated by evaporation in vacuo
  2. concentrationonce more concentrated by evaporation in vacuo

Sources & evidence

ORD record
ord-b5f97f99447c46d9b16fccbc1c39419f
Source dataset
uspto-grants-2002_09
Patent number
US06455538B1

Reaction notes

Loading…