Boron tribromide → 3-Bromo-5-fluorophenol

Temperature

-30 °C

To a solution of 1-bromo-3-fluoro-5-methoxybenzene (3.0 g, 0.015 mol) in dry CH2Cl2 (80 mL) under an inert atmosphere and cooled to −30° C. was added 1 M BBr3 (4.27 mL, 0.045 mol) in 21 mL of CH2Cl2 dropwise while maintaining temperature at −30° C. The reaction was stirred for 3 h at 0-5° C. and then the reaction mixture was quenched with aqueous saturated NaHCO3. Water was added and the mixture was extracted with CH2CO2 three times. The organic layer was washed with brine, dried over Na2SO4 and evaporated to dryness to give the title compound (2.54 g, 91%).

1. customthe reaction mixture was quenched with aqueous saturated NaHCO3
2. additionWater was added
3. extractionthe mixture was extracted with CH2CO2 three times
4. washThe organic layer was washed with brine
5. dry with materialdried over Na2SO4
6. customevaporated to dryness

ORD record

ord-25a7ec97caeb4a61adee9f1729a50ee9

Source dataset

uspto-grants-2011_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08044052B2