Acetone → HCID 11998015, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of rac-6-chloro-3-(3-methoxy-phenyl)-1,3-dihydro-indol-2-one (50 mg, 0.18 mmol) (from Example 6b supra), 1-bromomethyl-3-fluoromethyl-benzene (41 mg, 0.21 mmol) (Aldrich), potassium iodide (36 mg, 0.21 mmol) and potassium carbonate (54 mg, 0.39 mmol) in acetone (2 mL) was heated at 60° C. for 3 hours in a capped pressure tube. After cooling, mixture was diluted with ethyl acetate and extracted with water and brine. Aqueous layers were back washed with ethyl acetate. Organic layers were combined, dried (Na2SO4), filtered and concentrated. Residue was recrystallized from dichloromethane-hexanes to give rac-6-chloro-3-(3-fluoro-benzyl)-3-(3-methoxy-phenyl)-1,3-dihydro-indol-2-one as a white solid. (Yield 25 mg, 36%).

Provenance & Evidence