Water → 2-Bromomethyl-1,4-benzodioxane

HRID 2417798Notes

Reaction equation

HRID 2417798 reaction equation
P(Br)(Br)[Br:2].O[CH2:6][CH:7]1[O:12][C:11]2[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=2[O:9][CH2:8]1.O>ClCC(Cl)(Cl)Cl>[Br:2][CH2:6][CH:7]1[O:12][C:11]2[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=2[O:9][CH2:8]1

Participants

5

Reactant 3

HCID 962WaterHCID 193141,4-Benzodioxane-2-methanolHCID 24614Phosphorus tribromide

Product 1

HCID 983332-Bromomethyl-1,4-benzodioxane

Reagents, catalysts & solvents 1

HCID 124181,1,1,2-TetrachloroethaneSolvent

Procedure

0.11 mole of phosphorus tribromide in 500 ml of tetrachloroethane was slowly added to 0.3 mole of 2-hydroxymethyl-1,4-benzodioxane and the mixture was warmed at 80°-90° C. for 2 hours. After the mixture had been cooled, it was poured into water, the organic layer was separated off, washed with dilute sodium hydroxide solution and water, dried and concentrated and the residue was distilled. Boiling point: 102°-103° C. (1.3 mbar).

Workup

  1. temperaturethe mixture was warmed at 80°-90° C. for 2 hours
  2. temperatureAfter the mixture had been cooled
  3. customthe organic layer was separated off
  4. washwashed with dilute sodium hydroxide solution and water
  5. customdried
  6. concentrationconcentrated
  7. distillationthe residue was distilled

Sources & evidence

ORD record
ord-812890773496458c801301a03bf85377
Source dataset
uspto-grants-1984_09
Patent number
US04470989

Reaction notes

Loading…