HCID 57289127, compound → HCID 21482374, compound

HRID 1415426Notes

Reaction equation

HRID 1415426 reaction equation
[CH:1]1([CH2:4][C:5](=O)[CH:6]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)[C:7]([CH3:12])([N+:9]([O-])=O)[CH3:8])[CH2:3][CH2:2]1>CO.[Ni]>[ClH:19].[CH:1]1([CH:4]2[CH2:5][CH:6]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:7]([CH3:12])([CH3:8])[NH:9]2)[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 57289127HCID 57289127, compound

Product 1

HCID 21482374HCID 21482374, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

15.2 G of 1-cyclopropyl-3-(p-chlorophenyl)-4-methyl-4-nitropentanone in 250 ml of methanol are hydrogenated for 7 hours 30 minutes under 100 atmospheres at 120° C in the presence of 10 g of Raney Nickel. Filtration, evaporation of the methanolic filtrate under reduced pressure and recrystallisation from isopropanol give 9 g of 2-cyclopropyl-4-phenyl-5,5-dimethylpyrrolidine hydrochloride as white crystals. Melting point = 271°-273° C.

Workup

  1. filtrationFiltration, evaporation of the methanolic filtrate
  2. customunder reduced pressure and recrystallisation from isopropanol

Sources & evidence

ORD record
ord-e71afd72a6e44c4fbefe08aa4985eae9
Source dataset
uspto-grants-1977_01
Patent number
US04005103

Reaction notes

Loading…