1-(2-Chloro-4-nitrobenzyl)piperidine → 3-Chloro-4-piperidin-1-ylmethylphenylamine

HRID 735120Notes

Reaction equation

HRID 735120 reaction equation
[Cl:1][C:2]1[CH:14]=[C:13]([N+:15]([O-])=O)[CH:12]=[CH:11][C:3]=1[CH2:4][N:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1>ClCCl.CO>[Cl:1][C:2]1[CH:14]=[C:13]([NH2:15])[CH:12]=[CH:11][C:3]=1[CH2:4][N:5]1[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]1

Participants

3

Reactant 1

HCID 688193431-(2-Chloro-4-nitrobenzyl)piperidine

Product 1

HCID 287218333-Chloro-4-piperidin-1-ylmethylphenylamine

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

Prepared analogously to Example 3.1.b. from 1-(2-chloro-4-nitrobenzyl)piperidine. Yield: 1.88 g (90% of theory); C12H17ClN2 (M=224.73); calc.: molecular ion peak (M+H)+: 225/227 (Cl); found: molecular ion peak (M+H)+: 225/227 (Cl); Rf value: 0.2 (silica gel, dichloromethane/methanol (9:1)).

Workup

  1. customPrepared analogously to Example 3.1.b

Sources & evidence

ORD record
ord-55380d93e64c4226823cf4365f85583b
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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