Phosphorus tribromide → 3,5-Dimethoxybenzyl Bromide

HRID 1489658Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:11][CH3:12])[CH:10]=1)[CH2:6]O.P(Br)(Br)[Br:14]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:11][CH3:12])[CH:10]=1)[CH2:6][Br:14]

Participants

Reactant 2

HCID 24614Phosphorus tribromide

HCID 697183,5-Dimethoxybenzyl alcohol

Product 1

HCID 12744903,5-Dimethoxybenzyl Bromide

Conditions

Temperature: 80 °C

Procedure

22 g of 3,5-dimethoxybenzyl alcohol were reacted with 50 ml of phosphorus tribromide with ice cooling and the reaction mixture was heated for 30 minutes at 80° C. For workup, the reaction mixture was poured into ice water and extracted with methyl-tert-butyl ether. The organic phases were combined, dried, and concentrated. 23 g of 3,5-dimethoxybenzyl bromide were obtained as an oil.

Workup

extractionextracted with methyl-tert-butyl ether
customdried
concentrationconcentrated

Sources & evidence

ORD record: ord-d81c16592f8a43beb18a46810816cb6a
Source dataset: uspto-grants-1997_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05679699

Reaction notes

Loading…