Methyl Bromide → N-{3-[2-Bromo-4-(1,1-dimethylpentyl)-phenyl]-2-methylpropyl}-N-methyl-piperidinium bromide

HRID 2418278Notes

Reaction equation

HRID 2418278 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([C:8]([CH3:14])([CH3:13])[CH2:9][CH2:10][CH2:11][CH3:12])[CH:5]=[CH:4][C:3]=1[CH2:15][CH:16]([CH3:24])[CH2:17][N:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1.[CH3:25]Br>CC#N>[Br-:1].[Br:1][C:2]1[CH:7]=[C:6]([C:8]([CH3:13])([CH3:14])[CH2:9][CH2:10][CH2:11][CH3:12])[CH:5]=[CH:4][C:3]=1[CH2:15][CH:16]([CH3:24])[CH2:17][N+:18]1([CH3:25])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1

Participants

4

Reactant 2

HCID 6323Methyl BromideHCID 13142000N-{3-[2-Bromo-4-(1,1-dimethylpentyl)-phenyl]-2-methylpropyl}-piperidine

Product 1

HCID 20446070N-{3-[2-Bromo-4-(1,1-dimethylpentyl)-phenyl]-2-methylpropyl}-N-methyl-piperidinium bromide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

17 g of (XIV) in 100 ml of CH3CN were added to a solution of 16.4 g of CH3Br in 200 ml of CH3CN. After 14 hours at room temperature, the mixture was concentrated. The crystalline residue was triturated with ether, filtered off under suction and dried under reduced pressure. Yield: 15 g; melting point: 178° C. (compound No. 78).

Workup

  1. concentrationthe mixture was concentrated
  2. customThe crystalline residue was triturated with ether
  3. filtrationfiltered off under suction
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-2832c171f0dc4bdcaf3161b98b5c51af
Source dataset
uspto-grants-1984_09
Patent number
US04472412

Reaction notes

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