Bromocyclopentane → HCID 60155353, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of compound (8) (0.50 g, 2.5 mmol) in dry DMF (5 mL), potassium carbonate (1.2 g, 8.8 mmol), and bromocyclopentane (0.32 g, 3.0 mmol) were added and stirred at 60° C. for 5 hours. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was extracted with ethyl acetate (300 mL) followed by washing with water and drying (over sodium sulfate). The solvent was distilled off, and the residue was dissolved in dichloromethane and washed with a 1 M-aqueous solution (30 mL) of sodium hydroxide. The organic layer was dried (over sodium sulfate) and distilled off under reduced pressure. The obtained residue was subjected to silica gel column chromatography and elution with an n-hexane/ethyl acetate (4:1) solution followed by conventional hydrolysis to give 0.56 g (84%) of compound (14) of interest as white solid.

Provenance & Evidence