1-[2-(2-Methoxy-4-nitrophenoxy)ethyl]-4-methylpiperidine → 3-Methoxy-4-[2-(4-methylpiperidin-1-yl)ethoxy]phenylamine

HRID 735129Notes

Reaction equation

HRID 735129 reaction equation
[CH3:1][O:2][C:3]1[CH:18]=[C:17]([N+:19]([O-])=O)[CH:16]=[CH:15][C:4]=1[O:5][CH2:6][CH2:7][N:8]1[CH2:13][CH2:12][CH:11]([CH3:14])[CH2:10][CH2:9]1>ClCCl.CO>[CH3:1][O:2][C:3]1[CH:18]=[C:17]([NH2:19])[CH:16]=[CH:15][C:4]=1[O:5][CH2:6][CH2:7][N:8]1[CH2:13][CH2:12][CH:11]([CH3:14])[CH2:10][CH2:9]1

Participants

3

Reactant 1

HCID 688184211-[2-(2-Methoxy-4-nitrophenoxy)ethyl]-4-methylpiperidine

Product 1

HCID 688191123-Methoxy-4-[2-(4-methylpiperidin-1-yl)ethoxy]phenylamine

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

Prepared analogously to Example 3.1.b. from 1-[2-(2-methoxy-4-nitrophenoxy)ethyl]-4-methylpiperidine. Yield: 0.51 g (81.1% of theory); C15H24N2O2 (M=264.37); calc.: molecular ion peak (M+H)+: 265; found: molecular ion peak (M+H)+: 265; Rf value: 0.3 (silica gel, dichloromethane/methanol (9:1)).

Workup

  1. customPrepared analogously to Example 3.1.b

Sources & evidence

ORD record
ord-259f5d0e7bc24bd68adebac056d7a1da
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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