Ethylamine → Ethyl N-ethyl-beta-alaninate

HRID 569987

Reaction equation

HRID 569987 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

Dissolved in 500 ml of ethanol was 50 g (0.50 mol) of ethyl acrylate. While stirring the thus-prepared solution while ice cooling, a liquid mixture of 36 g (0.55 mol) of a 70% aqueous solution of ethylamine and 100 ml of ethanol was added dropwise over 3.5 hours. After allowing the reaction to proceed for further 3 hours, the solvents were distilled off. The residue was distilled under reduced pressure to obtain 50.5 g of the intended product as colorless liquid (yield: 70%).

Workup

  1. additionwas added dropwise over 3.5 hours
  2. customthe reaction
  3. distillationthe solvents were distilled off
  4. distillationThe residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-10088b2b9c864693af3568ed4f03413f
Source dataset
uspto-grants-1988_03
Patent number
US04734418

Linked notes

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