Ethylamine → Ethyl N-ethyl-beta-alaninate

HRID 1252277Notes

Reaction equation

HRID 1252277 reaction equation
[C:1]([O:5][CH2:6][CH3:7])(=[O:4])[CH:2]=[CH2:3].[CH2:8]([NH2:10])[CH3:9]>C(O)C>[CH2:8]([NH:10][CH2:3][CH2:2][C:1]([O:5][CH2:6][CH3:7])=[O:4])[CH3:9]

Participants

4

Reactant 2

HCID 6341EthylamineHCID 8821Ethyl Acrylate

Product 1

HCID 90223Ethyl N-ethyl-beta-alaninateYield 70%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

50 g (0.50 mole) of ethyl acrylate was dissolved in 500 ml of ethanol. To the resulting solution being stirred in an ice bath was added dropwise a mixed solution consisting of 36 g of a 70% aqueous ethylamine solution (containing 0.55 mole of ethylamine) and 100 ml of ethanol, in 3.5 hours. The reaction was continued for further 3 hours and then the solvent was distilled off. The resulting residue was subjected to vacuum distillation to obtain 50.5 g of a desired product with an yield of 70%.

Workup

  1. additionwas added dropwise a mixed solution
  2. distillationthe solvent was distilled off
  3. distillationThe resulting residue was subjected to vacuum distillation

Sources & evidence

ORD record
ord-492d6bc4bbf641baa72369207291587a
Source dataset
uspto-grants-1988_05
Patent number
US04742165

Reaction notes

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