1-Bromopentane → HCID 12951750, compound

HRID 1075198Notes

Reaction equation

HRID 1075198 reaction equation
[CH3:1][N:2]([CH2:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1)[CH3:3].[CH2:14]([Br:19])[CH2:15][CH2:16][CH2:17][CH3:18]>C(OCC)C>[Br-:19].[CH3:1][N+:2]([CH2:4][CH2:5][CH2:6][C:7]1[CH:8]=[CH:9][C:10]([Cl:13])=[CH:11][CH:12]=1)([CH3:3])[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

4

Reactant 2

HCID 80571-BromopentaneHCID 115925HCID 115925, compound

Product 1

HCID 12951750HCID 12951750, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

of N,N-dimethyl-3-(4-chlorophenyl)propionamide with diborane provided 16.88 g. of N,N-dimethyl-3-(4-chlorophenyl)propylamine. B.P. 147-148 at 30 torr. A solution of 5.71 g. of the free amine in 150 ml. of diethyl ether was stirred at room temperature while 3.0 g. of n-pentyl bromide was added in one portion. The reaction mixture then was stirred at room temperature for twelve hours, during which time a white precipitate formed. The precipitate was collected by filtration and recrystallized from 125 ml. of methyl ethyl ketone and 10 ml. of methanol to provide N,N-dimethyl-N-n-pentyl-3-(4-chlorophenyl)propylammonium bromide.

Workup

  1. customformed
  2. filtrationThe precipitate was collected by filtration
  3. customrecrystallized from 125 ml

Sources & evidence

ORD record
ord-9efcca2f6dfb44e7b676f6b7511d5e08
Source dataset
uspto-grants-1983_07
Patent number
US04395410

Reaction notes

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