Potassium Hydroxide → 1-(5-tert-Butyl-1,2-oxazol-3-yl)-3-methylpyrrolidin-2-one

HRID 615536Notes

Reaction equation

HRID 615536 reaction equation
Cl[CH2:2][CH2:3][CH:4]([CH3:17])[C:5]([NH:7][C:8]1[CH:12]=[C:11]([C:13]([CH3:16])([CH3:15])[CH3:14])[O:10][N:9]=1)=[O:6].[OH-].[K+]>C(O)C.O>[CH3:14][C:13]([C:11]1[O:10][N:9]=[C:8]([N:7]2[CH2:2][CH2:3][CH:4]([CH3:17])[C:5]2=[O:6])[CH:12]=1)([CH3:16])[CH3:15]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 20407019HCID 20407019, compound

Product 1

HCID 1636011-(5-tert-Butyl-1,2-oxazol-3-yl)-3-methylpyrrolidin-2-one

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 962WaterSolvent2×

Procedure

To a solution of 7 g of 4-chloro-N-[5-(1,1-dimethylethyl)-3-isoxazolyl]-2-methylbutanamide in 10 ml of ethanol was added 2 g of powdered potassium hydroxide in 5 ml water and 5 ml ethanol. The mixture was refluxed for 30 minutes, cooled and poured into 40 ml water. A gummy solid was collected by filtration and recrystallized from pentane to afford 1-[5-(1,1-dimethylethyl)-3-isoxazolyl]-3-methyl-2-pyrrolidinone as a solid. mp 89°-90° C.

Workup

  1. temperatureThe mixture was refluxed for 30 minutes
  2. temperaturecooled
  3. filtrationA gummy solid was collected by filtration
  4. customrecrystallized from pentane

Sources & evidence

ORD record
ord-3b9b754595d544929fed95d1608b4be7
Source dataset
uspto-grants-1985_02
Patent number
US04500343

Reaction notes

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