Water → Oxiracetam

HRID 2291682Notes

Reaction equation

HRID 2291682 reaction equation
[NH:1]1C2(CCCCC2)[NH:4][CH2:3][C:2]1=[O:11].[O:12]1[CH2:22][CH:13]1[CH2:14][C:15]([O:17]CC(C)C)=O.O>C(O)C>[CH2:14]1[C:15](=[O:17])[N:4]([CH2:3][C:2]([NH2:1])=[O:11])[CH2:22][CH:13]1[OH:12]

Participants

5

Reactant 3

HCID 962WaterHCID 5463767Isobutyl 3,4-epoxybutyrateHCID 131250391,4-Diazaspiro[4.5]decan-2-one

Product 1

HCID 4626Oxiracetam

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1 g of 2,2-dimethyl-4-imidazolidinone ((5); R4 =R5 =CH3) (8.76 mmoles) are heated at 165° C. (external temperature) for 1 h 30 min with 2 g 2-methylpropyl 3,4-epoxybutanoate ((4); X=isobutyl) (12.64 mmoles). 0.17 ml of water and 5 ml ethanol are added, and boiling is continued for a further 2 h. The mixture is cooled and filtered. Oxiracetam is obtained as a white crystalline powder, m.p. 167°-70° C.

Workup

  1. temperatureThe mixture is cooled
  2. filtrationfiltered

Sources & evidence

ORD record
ord-0c06e995b73348ffabbb2f2f65578bd2
Source dataset
uspto-grants-1989_01
Patent number
US04797496

Reaction notes

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