N-Methylpiperidine → 1,1'-(Hexane-1,6-diyl)bis(1-methylpiperidin-1-ium) dibromide

HRID 1404827Notes

Reaction equation

HRID 1404827 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[Br:8][CH2:9][CH2:10][CH2:11][CH:12](Br)[CH2:13][CH3:14]>CN(C)C=O>[Br-:8].[CH2:9]([N+:2]1([CH3:1])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][N+:2]1([CH3:1])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[Br-:8]

Participants

4

Reactant 2

HCID 12291N-MethylpiperidineHCID 125758201,4-Dibromohexane

Product 1

HCID 713306561,1'-(Hexane-1,6-diyl)bis(1-methylpiperidin-1-ium) dibromide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1-methylpiperidine (˜73.3 g), 1,4-dibromohexane (˜82 g), and dimethylformamide (˜250 mL) were combined and stirred at room temperature for about 24 hours. The solid product was filtered and then washed with diethyl ether (˜750 mL). After drying the product (˜106 g, ˜71%) was confirmed to be 1,1′-(hexane-1,6-diyl)bis(1-methylpiperidin-1-ium)bromide by 1H NMR.

Workup

  1. filtrationThe solid product was filtered
  2. washwashed with diethyl ether (˜750 mL)
  3. dry with materialAfter drying the product (˜106 g, ˜71%)

Sources & evidence

ORD record
ord-db567269f8a644a3852d52b44fb0e075
Source dataset
uspto-grants-2014_12
Patent number
US08916130B2

Reaction notes

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