Sodium Bicarbonate → HCID 86749313, compound

Participants

Reaction Steps

(3aSR, 8bSR)-7-bromo-3a,8b-dihydro-5-(2-methylsulfinyl-2-methylthioethenyl)-3H-cyclopenta[b]benzofuran (5) (14.6 g) was dissolved in methanol (400 ml) followed by addition of a 5.24 N methanol hydrochloric acid solution (56 ml) while cooling with ice and stirring for 2 hours. Saturated sodium hydrogencarbonate solution was added to the reaction solution to neutralize followed by concentration. After extracting the residue with ethyl acetate (300 ml×2) and washing with water (50 ml) and brine (50 ml), it was dried with anhydrous magnesium sulfate and concentrated. The residue was then purified with column chromatography (silica gel: ethyl acetate/cyclohexane 1/20) to obtain the target compound (12.1 g, 99%).

Provenance & Evidence