Potassium Carbonate → 4-Chloro-4'-pyrrolidinomethyl benzophenone

Acetonitrile (55 ml) was added to [4-(bromomethyl)phenyl](4-chlorophenyl)methanone (6.71 g, 21.7 mmol), potassium carbonate (5.99 g, 43.3 mmol) and pyrrolidine (3.62 ml, 43.3 mmol), and the mixture was stirred at 80° C. for 16 hrs. The solvent was concentrated, and diethyl ether was added to the residue. The mixture was extracted with 1N hydrochloric acid. The extract was basified with potassium carbonate, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and the solvent was evaporated under reduced pressure. The obtained residue was purified by alumina column chromatography (developing solvent; ethyl acetate) to give the title compound (4.79 g).

1. concentrationThe solvent was concentrated
2. additiondiethyl ether was added to the residue
3. extractionThe mixture was extracted with 1N hydrochloric acid
4. extractionthe mixture was extracted with ethyl acetate
5. washThe extract was washed with saturated brine
6. customthe solvent was evaporated under reduced pressure
7. customThe obtained residue was purified by alumina column chromatography (developing solvent; ethyl acetate)

ORD record

ord-e1bfab7c44db4dd2b5ebd6a6cc3deb07

Source dataset

uspto-grants-2009_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07601868B2