Methyl Acrylate → Methyl 3-(methyl(pentyl)amino)propanoate

HRID 1444844

Reaction equation

HRID 1444844 reaction equation
[CH3:1][NH:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[C:8]([O:12][CH3:13])(=[O:11])[CH:9]=[CH2:10]>CO>[CH3:13][O:12][C:8](=[O:11])[CH2:9][CH2:10][N:2]([CH3:1])[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

4

Reactant 2

HCID 7294Methyl AcrylateHCID 117479N-Methylpentylamine

Product 1

HCID 16726422Methyl 3-(methyl(pentyl)amino)propanoateYield 96.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

106 g (1.05 mol) N-methyl-N-pentylamine was added to cooled methanol of a temperature of 0-5° C. 108 g (1.25 mol) methyl acrylate was added to the solution and the mixture was stirred at room temperature for 8 hours. Then methanol was distilled off in vacuo and the residue was purified by distillation to obtain 188.6 g N-methyl-N-pentyl-β-alanine methyl ester (96.1%)

Workup

  1. distillationThen methanol was distilled off in vacuo
  2. distillationthe residue was purified by distillation

Sources & evidence

ORD record
ord-d00fed6716fa4834b157ec00e8666558
Source dataset
uspto-grants-2010_02
Patent number
US07662990B2

Linked notes

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