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-16277fcba5274896b29eed960bc7b8e9

Source dataset

uspto-grants-2010_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07745484B2