3,5-Dimethylpiperidine → 1-[2-(2-Methoxy-4-nitrophenoxy)ethyl]-3,5-dimethylpiperidine

HRID 735131Notes

Reaction equation

HRID 735131 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][CH:17]1[CH2:22][CH:21]([CH3:23])[CH2:20][NH:19][CH2:18]1>ClCCl.CO>[CH3:15][O:14][C:6]1[CH:7]=[C:8]([N+:11]([O-:13])=[O:12])[CH:9]=[CH:10][C:5]=1[O:4][CH2:3][CH2:2][N:19]1[CH2:20][CH:21]([CH3:23])[CH2:22][CH:17]([CH3:16])[CH2:18]1

Participants

4

Reactant 2

HCID 1182593,5-DimethylpiperidineHCID 129372541-(2-Bromoethoxy)2-methoxy-4-nitrobenzene

Product 1

HCID 688195601-[2-(2-Methoxy-4-nitrophenoxy)ethyl]-3,5-dimethylpiperidine

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

Prepared analogously to Example 1.1.c. from 1-(2-bromoethoxy)-2-methoxy-4-nitrobenzene and 3,5-dimethylpiperidine. Yield: 0.4 g (48.1% of theory); C16H24N2O4 (M=308.38); calc.: molecular ion peak (M+H)+: 309; found: molecular ion peak (M+H)+: 309; Rf value: 0.5 (silica gel, dichloromethane/methanol (9:1)).

Workup

  1. customPrepared analogously to Example 1.1.c

Sources & evidence

ORD record
ord-c7e9ff6246084a478ad9260b6a18f537
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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