Methylamine → N-methyl-2-(3-hydroxy-2-oxo-1-pyrrolidinyl)acetamide

HRID 1906270Notes

Reaction equation

HRID 1906270 reaction equation
[OH:1][CH:2]1[CH2:6][CH2:5][N:4]([CH2:7][C:8](OCC)=[O:9])[C:3]1=[O:13].[CH3:14][NH2:15]>O>[CH3:14][NH:15][C:8](=[O:9])[CH2:7][N:4]1[CH2:5][CH2:6][CH:2]([OH:1])[C:3]1=[O:13]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 13385945ethyl (R/S)-2-(3-hydroxy-2oxo-1-pyrrolidinyl)acetate

Product 1

HCID 19817645N-methyl-2-(3-hydroxy-2-oxo-1-pyrrolidinyl)acetamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.0 g of ethyl (R/S)-2-(3-hydroxy-2-oxo-1-pyrrolidinyl)acetate is treated with 10 ml of a 40% solution of methylamine in water. After stirring at room temperature for 1 hour, the mixture is evaporated. The residue is shaken five times with acetonitrile in order to remove the water, whereupon in each case it is again evaporated. The residue is treated with diethyl ether. By filtration there is isolated N-methyl-2-(3-hydroxy-2-oxo-1-pyrrolidinyl)acetamide of melting point 129°-130.5°.

Workup

  1. customthe mixture is evaporated
  2. stirringThe residue is shaken five times with acetonitrile in order
  3. customto remove the water, whereupon in each case it
  4. customis again evaporated
  5. additionThe residue is treated with diethyl ether
  6. filtrationBy filtration

Sources & evidence

ORD record
ord-4dfb110d5c6443be9bd9fc3d1ebc9b9d
Source dataset
uspto-grants-1987_03
Patent number
US04650878

Reaction notes

Loading…