Isobutyl 3,4-epoxybutyrate → Oxiracetam

HRID 2291684Notes

Reaction equation

HRID 2291684 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>CO>[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

4

Reactant 2

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

Product 1

HCID 4626Oxiracetam

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.5 g 2,2-dimethyl-4-imidazolidinone ((5); R4 =R5 =CH3) (4.38 mmoles) are heated at 115° C. (external temperature) for 12 h with stirring by a magnetic stirrer, with 0.57 g ethyl 3,4-epoxybutanoate ((4); X=C2H5) (4.38 mmoles). The mixture is cooled, taken up with methanol and filtered. Oxiracetam is obtained, m.p. 167°-70° C.

Workup

  1. temperatureThe mixture is cooled
  2. filtrationfiltered

Sources & evidence

ORD record
ord-2bd7cad06e214dc4975172185fc10cdd
Source dataset
uspto-grants-1989_01
Patent number
US04797496

Reaction notes

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