Hydrogen Bromide → 1-(1-Methyl-3-bromopropyl)piperidine hydrobromide

HRID 580109Notes

Reaction equation

HRID 580109 reaction equation
[CH3:1][CH:2]([N:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)[CH2:3][CH2:4]OC1C=CC=CC=1.[BrH:18]>C(Cl)(Cl)Cl>[BrH:18].[CH3:1][CH:2]([N:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)[CH2:3][CH2:4][Br:18]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 201358121-(1-Methyl-3-phenoxypropyl)piperidine

Product 1

HCID 201359031-(1-Methyl-3-bromopropyl)piperidine hydrobromideYield 75%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

5 g of the 1-(1-methyl-3-phenoxypropyl)piperidine thus obtained was reacted with 30 ml of 40% hydrobromic acid at 150° C for 7 hours with stirring. The reaction solution was cooled and added with 20 ml of chloroform. Then, the hydrobromic acid layer was separated from the chloroform layer. The hydrobromic acid was removed under reduced pressure and the residue was recrystallized from 5 ml of ethyl alcohol to give 4.84 g of 1-(1-methyl-3-bromopropyl)piperidine hydrobromide in a yield of 75%.

Workup

  1. temperatureThe reaction solution was cooled
  2. customThen, the hydrobromic acid layer was separated from the chloroform layer
  3. customThe hydrobromic acid was removed under reduced pressure
  4. customthe residue was recrystallized from 5 ml of ethyl alcohol

Sources & evidence

ORD record
ord-282115b3b02a4995813bd1bcfe2029c4
Source dataset
uspto-grants-1988_06
Patent number
US04751302

Reaction notes

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