HCID 19382157, compound → 3-Aminomethyl-1-benzyl-3-methoxy-pyrrolidine

HRID 1681614Notes

Reaction equation

HRID 1681614 reaction equation
[CH2:1]([N:8]1[CH2:12][CH2:11][C:10]([C:15]#[N:16])([O:13][CH3:14])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CO.[Ni]>[NH2:16][CH2:15][C:10]1([O:13][CH3:14])[CH2:11][CH2:12][N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:9]1

Participants

4

Reactant 1

HCID 19382157HCID 19382157, compound

Product 1

HCID 537457403-Aminomethyl-1-benzyl-3-methoxy-pyrrolidine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

The solution of 26.5 g (0.11 mol, 93% proof) 1-benzyl-3-cyano-3-methoxypyrrolidine in 300 ml methanol is hydrogenated at 15 g Raney-Ni at 60° C./100 bar H2. The catalyst is removed by filtration, the methanol is removed in vacuo, and the residue is distilled.

Workup

  1. customThe catalyst is removed by filtration
  2. customthe methanol is removed in vacuo
  3. distillationthe residue is distilled

Sources & evidence

ORD record
ord-2757cbe2495943eaa2ba27d3eba53ede
Source dataset
uspto-grants-1992_12
Patent number
US05173484

Reaction notes

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