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

HRID 484832Notes

Reaction equation

HRID 484832 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-d46e95fa7c0e4090be277e2c44bd90a1
Source dataset
uspto-grants-1985_08
Patent number
US04533731

Reaction notes

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