Benzyl Bromide → HCID 11998893, compound

Participants

Reaction Steps

To a solution of rac-6-chloro-3-(3-chloro-benzyl)-3-piperidin-3-yl-1,3-dihydro-indol-2-one (0.1 g, 0.27 mmol) (from Example 25a supra) in acetone (3 mL) was added potassium carbonate (92 mg, 0.68 mmol) (Aldrich), followed by the addition of bromomethyl-benzene (54.7 mg, 0.32 mmol) (Aldrich). The mixture was stirred at room temperature for 3 hours. The solvent was removed and the residue was partitioned between ethyl acetate and water. The aqueous layer was extracted with ethyl acetate. The combined organic layer was washed with water, brine, dried over Na2SO4 and concentrated. The residue was purified by chromatography to give rac-3-(1-benzyl-piperidin-3-yl)-6-chloro-3-(3-chloro-benzyl)-1,3-dihydro-indol-2-one as a white solid. (Yield 45 mg, 36.3%).

Provenance & Evidence