Chlorobenzene → 1-(4-(Bromomethyl)-2-chlorophenyl)ethanone

Temperatur

142.5 °C

A mixture of 1-(2-chloro-4-methylphenyl)ethanone (1.6 g, 9.50 mmol) (preparation 15) and chlorobenzene (60 ml) was prepared at room temperature and N-bromosuccinimide (NBS) (1.86 g, 10.44 mmol) added followed by a catalytic amount of benzoyl peroxide (ca. 1.5 mg, 0.005 mmol), and the resulting mixture was heated to 140-145° C. for 16 h. The mixture was then allowed to cool to room temperature, diluted with toluene (50 ml) and filtered through a celite pad. The pad was washed with toluene (2×50 ml) and the filtrate concentrated under reduced pressure and purified by column chromatography (0-10% EtOAc/Hexanes) to afford 1-(4-(bromomethyl)-2-chlorophenyl)ethanone (1.65 g, 6.65 mmol, 70%) as a yellow oil.

1. customwas prepared at room temperature
2. temperatureto cool to room temperature
3. filtrationfiltered through a celite pad
4. washThe pad was washed with toluene (2×50 ml)
5. concentrationthe filtrate concentrated under reduced pressure
6. custompurified by column chromatography (0-10% EtOAc/Hexanes)

ORD-Eintrag

ord-63c8c2c23ef14ab3a813d19d099ced27

Quelldatensatz

uspto-grants-2015_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09115088B2