Methylamine → Benzyl 3-(methylamino)but-2-enoate

HRID 2391048Notes

Reaction equation

HRID 2391048 reaction equation
[C:1]([O:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=[O:6])[CH2:2][C:3]([CH3:5])=O.[CH3:15][NH2:16]>C(O)C>[CH2:8]([O:7][C:1](=[O:6])[CH:2]=[C:3]([NH:16][CH3:15])[CH3:5])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 142266Benzyl acetoacetate

Product 1

HCID 66660284Benzyl 3-(methylamino)but-2-enoateYield 96.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To benzyl acetoacetate (29 g, 151 mmol) in ethanol (30 mL) was added methyl amine (33% in ethanol, 7.02 g, 226 mmol). The solution was stirred for 2 hours at room temperature followed by evaporation to yield a yellow oil (˜30 g).

Workup

  1. customfollowed by evaporation

Sources & evidence

ORD record
ord-fcbee985fa67416690699ca4a74f9300
Source dataset
uspto-grants-2012_09
Patent number
US08273780B2

Reaction notes

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