Hydrogen Bromide → 12-Bromo-1-dodecanol

HRID 1003310Notes

Reaction equation

HRID 1003310 reaction equation
[CH2:1](O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13].[BrH:15]>C1(C)C=CC=CC=1>[Br:15][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 797581,12-Dodecanediol

Product 1

HCID 13789512-Bromo-1-dodecanol

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To 30.25 g of 1,12-dodecanediol were added 350 ml of toluene and 52 ml of 48% hydrobromic acid and the mixture was heated under reflux under azeotropic condition for 2 hours. The reaction solution was cooled and the starting material precipitated out was filtered off. The filtrate was distilled and recrystallized from hexane to afford 30.2 g of the title compound as a crystal.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux under azeotropic condition for 2 hours
  3. temperatureThe reaction solution was cooled
  4. customthe starting material precipitated out
  5. filtrationwas filtered off
  6. distillationThe filtrate was distilled
  7. customrecrystallized from hexane

Sources & evidence

ORD record
ord-61597f80a5b04ce1a7522b9f18fe9b2d
Source dataset
uspto-grants-2000_04
Patent number
US06046201

Reaction notes

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