HCID 20344446, compound → HCID 20344442, compound

HRID 2049771Notes

Reaction equation

HRID 2049771 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]([C:16]#[N:17])[CH2:10][C:11](OCC)=[O:12])=[CH:4][CH:3]=1>C(O)C.[H][H].[Ni]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]2[CH2:16][NH:17][C:11](=[O:12])[CH2:10]2)=[CH:4][CH:3]=1

Participants

5

Reactant 1

HCID 20344446HCID 20344446, compound

Product 1

HCID 20344442HCID 20344442, compound

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 702EthanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

In 100 ml of ethanol was dissolved 5 g of ethyl 4-(4-chlorophenyl)-3-cyanobutyrate and, with 10 ml of Raney's nickel as the catalyst, reduction was carried out in hydrogen gas streams for 2 hours. The catalyst was removed by decanting and the solvent was distilled off under reduced pressure. The residue was dissolved in ethyl acetate, washed with water, 2% aqueous sodium hydroxide, water, 2% hydrochloric acid and water in the order mentioned, dehydrated and concentrated under reduced pressure. The residue was crystallized from ether-n-hexane to obtain the contemplated product 4-(4-chlorobenzyl)-2-pyrrolidinone.

Workup

  1. customfor 2 hours
  2. customThe catalyst was removed
  3. customby decanting
  4. distillationthe solvent was distilled off under reduced pressure
  5. dissolutionThe residue was dissolved in ethyl acetate
  6. washwashed with water, 2% aqueous sodium hydroxide, water, 2% hydrochloric acid and water in the order
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was crystallized from ether-n-hexane

Sources & evidence

ORD record
ord-cb1c00d194874c9bad3a40a636389c5e
Source dataset
uspto-grants-1980_04
Patent number
US04198514

Reaction notes

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