Sodium → HCID 13770583, compound

HRID 236227Notes

Reaction equation

HRID 236227 reaction equation
[Na].Cl[CH2:3][CH2:4][CH:5]([CH3:20])[C:6]([NH:8][C:9]1[S:10][CH:11]=[C:12]([C:16]([CH3:19])([CH3:18])[CH3:17])[C:13]=1[C:14]#[N:15])=[O:7]>C(O)C>[C:14]([C:13]1[C:12]([C:16]([CH3:19])([CH3:18])[CH3:17])=[CH:11][S:10][C:9]=1[N:8]1[CH2:3][CH2:4][CH:5]([CH3:20])[C:6]1=[O:7])#[N:15]

Participants

4

Reactant 2

HCID 5360545SodiumHCID 13770589HCID 13770589, compound

Product 1

HCID 13770583HCID 13770583, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of 0.21 g of sodium dissolved in 10 ml of ethanol was added 2.75 g of 4-chloro-N-[3-cyano-4-(1,1-dimethylethyl)-2-thienyl]-2-methylbutanamide dissolved in 35 ml ethanol dropwise. The mixture was allowed to stir at room temperature for about one hour and the solvent was removed in vacuo. The residue was combined with 10 ml ethanol and 250 ml water and the precipitate was collected by filtration. The collected solid was recrystallized from hexane to afford 1.8 g of N-[3-cyano-4-(1,1-dimethylethyl)-2-thienyl]-3-methyl-2-pyrrolidinone. Yield 75%. mp=92°-94° C.

Workup

  1. customthe solvent was removed in vacuo
  2. filtrationthe precipitate was collected by filtration
  3. customThe collected solid was recrystallized from hexane

Sources & evidence

ORD record
ord-df30eafc0ee543eb824b4181757cfbd0
Source dataset
uspto-grants-1987_02
Patent number
US04643758

Reaction notes

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