Methanol → 2-Bromo-1-cyclohexylethanone

Cyclohexyl methyl ketone (0.30 mL, 2.4 mmol) [Alfa Aesar cat#L05501] was dissolved in methanol (3.0 mL, 74 mmol) cooled in an ice bath and bromine (0.38 g, 2.4 mmol) was added drop wise. The mixture was stirred for 2 h and then water (3.0 mL) was added and the reaction mixture was allowed to stir for 4 h. The reaction mixture was extracted with EtOAc:hexane (3:1). The combined organic layer was washed with water saturated potassium carbonate, brine, dried over magnesium sulfate and concentrated to give as 2-bromo-1-cyclohexylethanone as a clear oil (0.49 g, 100%). 1H NMR (300 MHz, CDCl3) δ 3.96 (s, 2H), 2.86-2.55 (m, 1H), 2.24-1.08 (m, 10H).

1. temperaturecooled in an ice bath
2. stirringto stir for 4 h
3. extractionThe reaction mixture was extracted with EtOAc:hexane (3:1)
4. washThe combined organic layer was washed with water saturated potassium carbonate, brine
5. dry with materialdried over magnesium sulfate
6. concentrationconcentrated

ORD record

ord-79485f0eda3f40e89860d8e2022f5de5

Source dataset

uspto-grants-2016_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09227985B2