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

HRID 465516Notes

Reaction equation

HRID 465516 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 h. 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-8ff5e556671b4455b816ee33c38e9c62
Source dataset
uspto-grants-1992_10
Patent number
US05153214

Reaction notes

Loading…