Phosphorus tribromide → 2-Iodobenzyl Bromide

To a solution of 2-iodobenzyl alcohol (50 g) in diethyl ether (500 mL), cooled in an ice-bath, was added dropwise phosphorus tribromide (28 mL). The reaction mixture was chilled in a refrigerator for 3.5 h, then quenched by slow addition of methanol (50 mL). The mixture was washed with water, then saturated sodium bicarbonate, then water (100 mL each). The organic phase was dried (MgSO4), filtered and concentrated under reduced pressure to a white solid, which was triturated in hexane and collected by filtration to yield 58 g (91%) of the title material of Step A as a solid, mp 55-57° C.

1. temperatureThe reaction mixture was chilled in a refrigerator for 3.5 h
2. customquenched by slow addition of methanol (50 mL)
3. washThe mixture was washed with water
4. dry with materialThe organic phase was dried (MgSO4)
5. filtrationfiltered
6. concentrationconcentrated under reduced pressure to a white solid, which
7. customwas triturated in hexane
8. filtrationcollected by filtration

ORD record

ord-d97abb4eb68e49768be0b097082326a7

Source dataset

uspto-grants-1999_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05977149