4-Methoxypiperidine → 4-Methoxy-1-[2-(2-methoxy-4-nitrophenoxy)ethyl]piperidine

HRID 735139Notes

Reaction equation

HRID 735139 reaction equation
Br[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:6]=1[O:14][CH3:15].[CH3:16][O:17][CH:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1>ClCCl.CO>[CH3:16][O:17][CH:18]1[CH2:23][CH2:22][N:21]([CH2:2][CH2:3][O:4][C:5]2[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:6]=2[O:14][CH3:15])[CH2:20][CH2:19]1

Participants

4

Reactant 2

HCID 776664-MethoxypiperidineHCID 129372541-(2-Bromoethoxy)2-methoxy-4-nitrobenzene

Product 1

HCID 688174004-Methoxy-1-[2-(2-methoxy-4-nitrophenoxy)ethyl]piperidine

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

Prepared analogously to Example 1.1.c. from 1 g (3.62 mmol) of 1-(2-bromoethoxy)-2-methoxy-4-nitrobenzene and 1.25 g (10.87 mmol) of 4-methoxypiperidine. Yield: 1 g (89% of theory); C15H22N2O5 (M=310.35); calc.: molecular ion peak (M+H)+: 311; found: molecular ion peak (M+H)+: 311; Rf value: 0.5 (silica gel, dichloromethane/methanol (9:1)).

Workup

  1. customPrepared analogously to Example 1.1.c

Sources & evidence

ORD record
ord-34f1d4e2d35642bca8ebb2bd1f200a36
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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