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

HRID 553660Notes

Reaction equation

HRID 553660 reaction equation
[C:1]([O:7][CH3:8])(=[O:6])[CH2:2][C:3]([CH3:5])=O.[CH3:9][NH2:10]>CO>[CH3:8][O:7][C:1](=[O:6])[CH:2]=[C:3]([NH:10][CH3:9])[CH3:5]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 7757Methyl acetoacetate

Product 1

HCID 2734182Methyl 3-(methylamino)but-2-enoate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl acetoacetate (29.4 g, 253 mmol) in methanol (30 mL) was added methylamine (33 wt % in EtOH; 48 mL, 385 mmol) dropwise at room temperature. The reaction was stirred for 1 hour, and then concentrated and dried to give the title compound as a white crystalline solid.

Workup

  1. concentrationconcentrated
  2. customdried

Sources & evidence

ORD record
ord-c5a35a4b1c7944b1a0650f2da778ae9e
Source dataset
uspto-grants-2011_11
Patent number
US08048902B2

Reaction notes

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