Methylamine → Ethyl 3-methyl-3-(methylamino)butanoate

HRID 1463289Notes

Reaction equation

HRID 1463289 reaction equation
[CH3:1][C:2]([CH3:9])=[CH:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[CH3:10][NH2:11]>C(O)C>[CH3:1][C:2]([NH:11][CH3:10])([CH3:9])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 12516Ethyl 3,3-dimethylacrylate

Product 1

HCID 19088476Ethyl 3-methyl-3-(methylamino)butanoate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A mixture containing ethyl 3,3-dimethylacrylate (100 g) and methylamine (140 ml of a 33% solution in ethanol) in ethanol (400 ml) was allowed to stand at room temperature for 2 weeks. The mixture was concentrated in vacuo to give an oil which was fractionally distilled in vacuo to give the title compound as a colourless, mobile oil, yield, 95.0 g, b.p. 68°-75°/20 mm.Hg.

Workup

  1. waitto stand at room temperature for 2 weeks
  2. concentrationThe mixture was concentrated in vacuo
  3. customto give an oil which
  4. distillationwas fractionally distilled in vacuo

Sources & evidence

ORD record
ord-d9f90ad167274f23b09d13c88d1d2709
Source dataset
uspto-grants-1994_04
Patent number
US05300516

Reaction notes

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