Hydrogen Bromide → 1-(2-Bromoethyl)piperidine hydrobromide

HRID 1381296Notes

Reaction equation

HRID 1381296 reaction equation
O([CH2:8][CH2:9][N:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1)C1C=CC=CC=1.[BrH:16]>C(Cl)(Cl)Cl>[BrH:16].[Br:16][CH2:8][CH2:9][N:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 120169Piperidine, 1-(2-phenoxyethyl)-

Product 1

HCID 124407831-(2-Bromoethyl)piperidine hydrobromideYield 79%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

15 g of the 1-(2-phenoxyethyl)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, added with 20 ml of chloroform and then the chloroform layer was separated. The hydrobromic acid layer was condensed under reduced pressure and the residue was recrystallized from 5 ml of ethyl alcohol to give 15.1 g of 1-(2-bromoethyl)piperidine hydrobromide having a melting point of 89° C. to 91° C. in a yield of 79%.

Workup

  1. temperatureThe reaction solution was cooled
  2. customthe chloroform layer was separated
  3. customcondensed under reduced pressure
  4. customthe residue was recrystallized from 5 ml of ethyl alcohol

Sources & evidence

ORD record
ord-75067b46d20f4a23911dbe803645c4f3
Source dataset
uspto-grants-1986_04
Patent number
US04585869

Reaction notes

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