Ammonia → alpha-(2-Hydroxyethyl)-2-oxo-1-pyrrolidineacetamide

HRID 27408Notes

Reaction equation

HRID 27408 reaction equation
[O:1]=[C:2]1[CH:6]([N:7]2[CH2:11][CH2:10][CH2:9][C:8]2=[O:12])[CH2:5][CH2:4][O:3]1.[NH3:13]>CO>[OH:3][CH2:4][CH2:5][CH:6]([N:7]1[CH2:11][CH2:10][CH2:9][C:8]1=[O:12])[C:2]([NH2:13])=[O:1]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 23342878HCID 23342878, compound

Product 1

HCID 23342879alpha-(2-Hydroxyethyl)-2-oxo-1-pyrrolidineacetamideYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

10.15 g (0.06 mol) of 1-(tetrahydro-2-oxo-3-furyl)-2-pyrrolidinone are dissolved in 100 ml of methanol and the solution is saturated with ammonia, the temperature rising spontaneously to 40° C. The mixture is kept at that temperature for 30 minutes, whereupon it is allowed to return to ambient temperature. The reaction mixture is then evaporated under reduced pressure and the resulting powder is recrystallized from absolute ethanol. 10 g of alpha-(2-hydroxyethyl)-2-oxo-1-pyrrolidineacetamide are obtained. M.P.: 164°-165° C.; yield: 90% of theory.

Workup

  1. customrising spontaneously to 40° C
  2. customto return to ambient temperature
  3. customThe reaction mixture is then evaporated under reduced pressure
  4. customthe resulting powder is recrystallized from absolute ethanol

Sources & evidence

ORD record
ord-3be00ad94a5d4ee49aaca088c2be7f15
Source dataset
uspto-grants-1980_09
Patent number
US04221789

Reaction notes

Loading…