Methyl Acrylate → Methyl N-butyl-beta-alaninate

HRID 1081991Notes

Reaction equation

HRID 1081991 reaction equation
[C:1]([O:5][CH3:6])(=[O:4])[CH:2]=[CH2:3].[CH2:7]([NH2:11])[CH2:8][CH2:9][CH3:10]>O>[CH2:7]([NH:11][CH2:3][CH2:2][C:1]([O:5][CH3:6])=[O:4])[CH2:8][CH2:9][CH3:10]

Participants

4

Reactant 2

HCID 7294Methyl AcrylateHCID 8007Butylamine

Product 1

HCID 15828524Methyl N-butyl-beta-alaninate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Methyl acrylate (344 g; 4 moles) was placed in a flask and 642.4 g (8.8 moles) of n-butylamine were added thereto while stirring by cooling with water to keep it at not higher than 50° C. After two hours, the addition reaction was complete but an impurity, namely butoxyamine-N,N-bis-3-propionic acid methyl ester, was produced in an amount of about 12% in terms of the ratio of the area of its peak that of to methyl beta-butylaminopropionate on a gas chromatogram.

Workup

  1. customhigher than 50° C
  2. additionthe addition reaction

Sources & evidence

ORD record
ord-dae2bfbceb634ac58f7c7187ddd3ab10
Source dataset
uspto-grants-1996_12
Patent number
US05587515

Reaction notes

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