4-Methylpiperidine → HCID 68818181, compound

HRID 735113Notes

Reaction equation

HRID 735113 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[Cl:14].[CH3:15][CH:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1>ClCCl>[Cl: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][CH2:21][CH:16]([CH3:15])[CH2:17][CH2:18]1

Participants

4

Reactant 2

HCID 693814-MethylpiperidineHCID 3099731-(2-bromoethoxy)-2-chloro-4-nitrobenzene

Product 1

HCID 68818181HCID 68818181, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A reaction mixture of 7.8 g (27.81 mmol) of 1-(2-bromoethoxy)-2-chloro-4-nitrobenzene and 10.14 mL (84 mmol) of 4-methylpiperidine in 100 mL of dichloromethane is stirred for 18 hours at ambient temperature. Then the solution is purified by column chromatography on 400 g of Alox act. II-III (eluant: dichloromethane/methanol (49:1)). Yield: 6.9 g (83% of theory); C14H19ClN2O3 (M=298.77); calc.: molecular ion peak (M+H)+: 209/301; found: molecular ion peak (M+H)+: 209/301; Rf value: 0.48 (Alox, petroleum ether/ethyl acetate (3:1)).

Workup

  1. customThen the solution is purified by column chromatography on 400 g of Alox act

Sources & evidence

ORD record
ord-0c13ce75689e49bb88606c6031bb4dc3
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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