1-(2-(6-Nitrotetralin-1-yl)ethyl)-4-(3,4-dimethoxyphenyl)piperidine → 1-(2-(6-Aminotetralin-1-yl) ethyl)-4-(3,4-dimethoxyphenyl)piperidine

HRID 2396883Notes

Reaction equation

HRID 2396883 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH:10]([CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][CH:19]([C:22]3[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[C:24]([O:30][CH3:31])[CH:23]=3)[CH2:18][CH2:17]1)[CH2:9][CH2:8][CH2:7]2)([O-])=O>CO>[NH2:1][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH:10]([CH2:14][CH2:15][N:16]1[CH2:17][CH2:18][CH:19]([C:22]3[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[C:24]([O:30][CH3:31])[CH:23]=3)[CH2:20][CH2:21]1)[CH2:9][CH2:8][CH2:7]2

Participants

3

Reactant 1

HCID 189865861-(2-(6-Nitrotetralin-1-yl)ethyl)-4-(3,4-dimethoxyphenyl)piperidine

Product 1

HCID 223621011-(2-(6-Aminotetralin-1-yl) ethyl)-4-(3,4-dimethoxyphenyl)piperidine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A suspension of 3.2 g of 1-(2-(6-nitrotetralin-1-yl)ethyl)-4-(3,4-dimethoxyphenyl)piperidine in 50 ml of methanol is hydrogenated in the presence of 1.6 g of Pd/C (5%) until the absorption of hydrogen has come to a standstill. The catalyst is filtered off, and the filtrate is worked up in the customary manner and gives 1-(2-(6-aminotetralin-1-yl) ethyl)-4-(3,4-dimethoxyphenyl)piperidine.

Workup

  1. customis hydrogenated in the presence of 1.6 g of Pd/C (5%) until the absorption of hydrogen
  2. filtrationThe catalyst is filtered off

Sources & evidence

ORD record
ord-635128aeb4064d568739f15449e11af7
Source dataset
uspto-grants-1996_02
Patent number
US05495022

Reaction notes

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