Ammonia → Oxiracetam

HRID 1249249Notes

Reaction equation

HRID 1249249 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-65b328d69e8045d3b1a3e8af6cfc8b64
Source dataset
uspto-grants-1986_12
Patent number
US04629797

Reaction notes

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