Methylamine → 3-amino-N,3-dimethylbutanamide

HRID 129405Notes

Reaction equation

HRID 129405 reaction equation
Cl.[NH2:2][C:3]([CH3:10])([CH3:9])[CH2:4][C:5](OC)=[O:6].[CH3:11][NH2:12]>>[CH3:11][NH:12][C:5](=[O:6])[CH2:4][C:3]([NH2:2])([CH3:10])[CH3:9]

Participants

3

Reactant 2

HCID 6329MethylamineHCID 19371621Methyl 3-amino-3-methylbutanoate hydrochloride

Product 1

HCID 177971033-amino-N,3-dimethylbutanamide

Procedure

A mixture of methyl 3-amino-3-methyl-butyrate hydrochloride (10.5 g; 62.6 mmoles) and methyl amine (33% solution in ethanol; 55 ml) is refluxed for 18 hours. The solvent is evaporated, the crude is dissolved in methylene chloride (100 ml) and washed with a saturate aqueous solution of sodium chloride (10 ml). After drying over sodium sulphate and evaporation of the solvent to dryness, N-methyl-3-amino-3-methyl-butyramide is obtained; chromatographically pure colorless oil (T.L.C., eluent--methylene chloride:methanol:NH4OH=80:15:1)

Workup

  1. temperatureis refluxed for 18 hours
  2. customThe solvent is evaporated
  3. dissolutionthe crude is dissolved in methylene chloride (100 ml)
  4. washwashed with a saturate aqueous solution of sodium chloride (10 ml)
  5. dry with materialAfter drying over sodium sulphate and evaporation of the solvent to dryness

Sources & evidence

ORD record
ord-fa49d532d27545ccb08172229df5e489
Source dataset
uspto-grants-1995_11
Patent number
US05468746

Reaction notes

Loading…