Hydrogen Bromide → 3-(3-Bromopropyl)pyridine hydrobromide

HRID 1494061Notes

Reaction equation

HRID 1494061 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][CH2:8][CH2:9]O)[CH:2]=1.[BrH:11]>>[BrH:11].[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][CH2:8][CH2:9][Br:11])[CH:2]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 178613-Pyridinepropanol

Product 1

HCID 127015693-(3-Bromopropyl)pyridine hydrobromide

Procedure

A solution of 32.53 g (0.24 mole) of 3-(3-pyridyl)-propan-1-ol in 176 mL of 48% hydrobromic acid is refluxed for 24 hours. The reaction mixture is evaporated and the residue is taken up in 500 mL isopropanol and subjected to evaporation again. The evaporation procedure is repeated one more time. The resulting product is then taken up in hot isopropanol and treated with charcoal and filtered. The filtrate is cooled slowly to give 3-(3-pyridyl)propyl bromide hydrobromide, m.p. 103-105°.

Workup

  1. customThe reaction mixture is evaporated
  2. customsubjected to evaporation again
  3. customThe evaporation procedure
  4. additiontreated with charcoal
  5. filtrationfiltered
  6. temperatureThe filtrate is cooled slowly

Sources & evidence

ORD record
ord-cacecfc882ce4460bce88974f7e8b28f
Source dataset
uspto-grants-1991_06
Patent number
US05025025

Reaction notes

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