Benzene → 3-Bromobenzophenone

1.65 ml (12.50 mmol) 3-Bromobenzoyl chloride was dissolved in 10 ml of dry benzene. This solution was then added cautiously under stirring to a suspension of 2.00 g (15.00 mmol, 1.20 eq.) aluminum chloride in 20 ml dry benzene at 10° C. After the complete addition the resulting mixture was refluxed for 5 h. After quenching the mixture by adding water and conc. hydrochloric acid the aq. layer was extracted with ethyl acetate. The comb. org. fractions were dried over Na2SO4 and evaporated. Column chromatography (hexanes/ether (9+1)) yielded 3.02 g (11.55 mmol, 92.40%) (3-Bromo-phenyl)-phenyl-methanone as a white solid. Rf.(hexanes/ether (9+1))=0.40. 1H-NMR (500 MHz, CDCl3): δ=7.37 (t, 1H, J=7.88 Hz), 7.51 (m, 2H), 7.62 (tt, 1H, J1=7.41 Hz, J2=1.42 Hz), 7.72 (m, 2H), 7.79 (m, 2H), 7.94 (t, 1H, J=1.80 Hz).

1. additionThis solution was then added cautiously
2. additionAfter the complete addition the resulting mixture
3. temperaturewas refluxed for 5 h
4. customAfter quenching the mixture
5. additionby adding water and conc. hydrochloric acid the aq. layer
6. extractionwas extracted with ethyl acetate
7. dry with materialfractions were dried over Na2SO4
8. customevaporated

ORD record

ord-2edf896e419b4e1abcd49c7f30e640f9

Source dataset

uspto-grants-2007_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07312246B2