Methyl Acrylate → Methyl N-benzyl-N-(3-methoxy-3-oxopropyl)-beta-alaninate

HRID 1608857Notes

Reaction equation

HRID 1608857 reaction equation
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:9]([O:13][CH3:14])(=[O:12])[CH:10]=[CH2:11]>C(O)C>[CH3:14][O:13][C:9]([CH2:10][CH2:11][N:8]([CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH2:11][CH2:10][C:9]([O:13][CH3:14])=[O:12])=[O:12]

Participants

4

Reactant 2

HCID 7294Methyl AcrylateHCID 7504Benzylamine

Product 1

HCID 69926Methyl N-benzyl-N-(3-methoxy-3-oxopropyl)-beta-alaninate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

107 g of benzylamine in 200 ml of ethanol are cooled in an ice bath and 172.2 g of methyl acrylate in 250 ml of ethanol are slowly added. After 13 days at RT, the solvent is evaporated under vacuum and a part of the oily residue is then distilled.

Workup

  1. customthe solvent is evaporated under vacuum
  2. distillationa part of the oily residue is then distilled

Sources & evidence

ORD record
ord-a980c0951db94c12a97b5f455f3b4abd
Source dataset
uspto-grants-1995_03
Patent number
US05397801

Reaction notes

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