Boron tribromide → 2-Bromo-3-fluorophenol

Temperature

-78 °C

2-Bromo-3-fluoro anisole (10 g, 48.77 mmol) was dissolved in DCM (200 mL) and cooled to about −78° C. To the solution was added BBr3 (11.53 mL, 121.9 mmol) in one portion. The mixture was warmed to r.t. and stirred overnight. The mixture was partitioned between water and DCM (50 mL), and the aqueous layer was back extracted with DCM (200 mL). The combined organics were dried (NaSO4), filtered and concentrated to give about 9.32 g of the product as a dark oil. MS found 188.9 (M−1)

1. temperatureThe mixture was warmed to r.t.
2. customThe mixture was partitioned between water and DCM (50 mL)
3. extractionthe aqueous layer was back extracted with DCM (200 mL)
4. dry with materialThe combined organics were dried (NaSO4)
5. filtrationfiltered
6. concentrationconcentrated

ORD record

ord-54439269130d44049780b801b96807af

Source dataset

uspto-grants-2007_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07186715B2