Methylamine → Ethyl 3-(methylamino)propanoate

HRID 426030Notes

Reaction equation

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

Participants

Reactant 2

HCID 6329Methylamine

HCID 8821Ethyl Acrylate

Product 1

HCID 541480Ethyl 3-(methylamino)propanoate

Procedure

At 0° C., a solution of ethyl acrylate in alcohol (2M, 1000 mL, 2 mol) was added drop wise to a solution of MeNH2 in alcohol (33%, 540 mL, 4 mol). The resulting mixture was stirred for 3 h. Upon completion of the reaction, monitored by TLC, the solvent and volatiles were removed under reduced pressure to give ethyl 3-(methylamino)propanoate (250 g, crude) as an oil, which was used in the next step without further purification.

Workup

customUpon completion of the reaction
customthe solvent and volatiles were removed under reduced pressure

Sources & evidence

ORD record: ord-3296b77d8e24438db4a7a34c068fa969
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08106221B2

Reaction notes

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