HCID 85126173, compound → HCID 15223491, compound

HRID 1198610Notes

Reaction equation

HRID 1198610 reaction equation
[CH2:1]([N:8]1[CH2:12][CH:11]([C:13](=[N:15]O)[CH3:14])[CH2:10][C:9]1=[O:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>N.[Ni]>[NH2:15][CH:13]([CH:11]1[CH2:12][N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:9](=[O:17])[CH2:10]1)[CH3:14]

Participants

4

Reactant 1

HCID 85126173HCID 85126173, compound

Product 1

HCID 15223491HCID 15223491, compoundYield 91.6%

Reagents, catalysts & solvents 2

HCID 935NickelCatalyst2×HCID 222AmmoniaSolvent

Procedure

1-Benzyl-4-(1-hydroxyiminoethyl)-2-oxopyrrolidine (16.81 g, 0.072 mole), was hydrogenated in saturated methanolic ammonia (200 mL) at 50 psi and 25° with Raney nickel (5 g) for 23 hours. Additional Raney nickel (5 g) was added and hydrogenation continued for three hours. The reaction was Celite filtered and the solvent was removed under reduced pressure to give 4-(1-aminoethyl)-1-benzyl-2-oxopyrrolidine (14.4 g, 91%) as a brown oil which solidified on standing to a brown solid.

Workup

  1. filtrationfiltered
  2. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-f4031b5520b943d0a7d15cfddfdef667
Source dataset
uspto-grants-1994_01
Patent number
US05281612

Reaction notes

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