3-Bromo-4-fluorobenzaldehyde → 3-Bromo-4-fluorobenzyl Alcohol

3-Bromo-4-fluorobenzaldehyde (0.300 g, 1.48 mmol) was dissolved in methanol (3 mL). Sodium borohydride (0.0671 g, 1.77 mmol) was added. After 3 h, the reaction was quenched with methanol (1 mL), and the mixture was concentrated. The residue was taken up in 2:1 EtOAc-hexane (60 mL). The organic layer was extracted with dilute NaHCO3 (6 mL) then half-saturated brine (6 mL), then was dried over sodium sulfate and concentrated. The material was purified through silica gel (45 mL) using 30% to 40% EtOAc-hexane to afford the title compound.

1. customthe reaction was quenched with methanol (1 mL)
2. concentrationthe mixture was concentrated
3. extractionThe organic layer was extracted with dilute NaHCO3 (6 mL)
4. dry with materialhalf-saturated brine (6 mL), then was dried over sodium sulfate
5. concentrationconcentrated
6. customThe material was purified through silica gel (45 mL)

ORD record

ord-6979d0cae8db4391a78a3afa69cbe506

Source dataset

uspto-grants-2011_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07973047B2