Bromo(phenyl)acetic acid → 2-Bromo-2-phenylethanol

To a stirred solution of 25 g of α-bromophenylacetic acid in 100 ml of dry tetrahydrofuran was added 151 ml of 1.0M diborane in tetrahydrofuran dropwise at 5° C. under argon over 30 minutes. This mixture was stirred overnight at room temperature, then cooled to 0° C. and 130 ml of tetrahydrofuran:water (1:1) was added dropwise. The mixture was then saturated with potassium carbonate and the tetrahydrofuran removed. The aqueous remainder was extracted three times with ether. The extracts were combined and dried. The residue was triturated with hexane and the solid collected giving the desired compound as white needles, mp 38°-39° C.

1. temperaturecooled to 0° C.
2. customsaturated with potassium carbonate and the tetrahydrofuran removed
3. extractionThe aqueous remainder was extracted three times with ether
4. customdried
5. customThe residue was triturated with hexane
6. customthe solid collected

ORD record

ord-655beef5755840199f3e2ecbfd7637d6

Source dataset

uspto-grants-1990_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04894367