Ammonia → Oxiracetam

HRID 2232598Notes

Reaction equation

HRID 2232598 reaction equation
[OH:1][CH:2]1[CH2:6][N:5]([CH2:7][C:8](OCC)=[O:9])[C:4](=[O:13])[CH2:3]1.[NH3:14]>CC(C)=O>[OH:1][CH:2]1[CH2:6][N:5]([CH2:7][C:8]([NH2:14])=[O:9])[C:4](=[O:13])[CH2:3]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 12365604Ethyl 2-(4-hydroxy-2-oxopyrrolidin-1-yl)acetate

Product 1

HCID 4626Oxiracetam

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 7.1 g ethyl 4-hydroxy-2-oxo-1-pyrrolidineacetate obtained in Example 12, in 7.1 ml ammonia solution (d25 =0.90) is stirred at ambient temperature for 15 h. It is then diluted with 140 ml acetone and the mixture is stirred at ambient temperature until the gum that precipitates solidifies into white crystals. On filtering in vacuo and drying, 4-hydroxy-2-oxo-1-pyrrolidineacetamide is obtained, m.p. 160°-162° C.

Workup

  1. customthat precipitates
  2. filtrationOn filtering in vacuo
  3. customdrying

Sources & evidence

ORD record
ord-045746d96423432bbb13599c30934cb4
Source dataset
uspto-grants-1988_11
Patent number
US04788300

Reaction notes

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