3'-Bromoacetophenone → 2-(3-Bromophenyl)propan-2-ol

To a solution of 3.34 g (16.8 mmol) of 3'-bromoacetophenone in dry diethyl ether (68 ml) was added 1.4M diethyl ether solution of methyllithium (18.0 ml, 25.2 mmol) in an atmosphere of argon at 0° C., and the mixture was allowed to react for 30 min. To the solution was added a saturated aqueous solution of ammonium chloride, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and then concentrated under reduced pressure. The residue thus obtained was subjected to silica gel column chromatography for separation and purification. Elution with dichloromethane-methanol yielded 3.47 g (16.1 mmol) of 3-(α-hydroxyisopropyl)-1-bromobenzene.

1. customto react for 30 min
2. extractionthe mixture was extracted with ethyl acetate
3. washThe organic layer was washed with water
4. concentrationconcentrated under reduced pressure
5. customThe residue thus obtained
6. customwas subjected to silica gel column chromatography for separation and purification
7. washElution with dichloromethane-methanol

ORD record

ord-52d106243cb44fd9b270b476facd6d98

Source dataset

uspto-grants-1991_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05043142