Isobutyl 3,4-epoxybutyrate → Oxiracetam

HRID 2291680Notes

Reaction equation

HRID 2291680 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>C(#N)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

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 6342AcetonitrileSolvent

Procedure

1 g of 2,2-dimethyl-4-imidazolidinone ((5); R4 =R5 =CH3) (8.76 mmoles) is dissolved in 5 ml acetonitrile. 1 g 2-methylpropyl 3,4-epoxybutanoate ((4); X=isobutyl) (6.32 mmoles) is added and the mixture is boiled for 30 h with stirring. The mixture is cooled, the solvent is decanted off, the resulting dark solid mass is taken up in ethanol, and the solid oxiracetam obtained is filtered off, m.p. 167°-70° C.

Workup

  1. temperatureThe mixture is cooled
  2. customthe solvent is decanted off

Sources & evidence

ORD record
ord-e9c412b78c944f98b858929ae80a1752
Source dataset
uspto-grants-1989_01
Patent number
US04797496

Reaction notes

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