6-Oxabicyclo[3.1.0]hexane → HCID 60155352, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of compound (8) (3.50 g, 17.7 mmol) in dry DMF (35 mL), cyclopentene oxide (2.3 mL, 26.6 mmol) and sodium hydride (0.64 g, 26.6 mmol) were added and stirred at 70° C. for 14 hours. After completion of the reaction, the obtained mixture was cooled to room temperature and 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 subjected to silica gel column chromatography and elution with an n-hexane/ethyl acetate (8:1) solution followed by conventional hydrolysis to give 2.60 g (52%) of compound (13) of interest as yellow oil.

Provenance & Evidence