Sodium Bicarbonate → HCID 131724713, compound

Participants

Reaction Steps

5-tert-Butoxycarbonyloxy-7,7-diethyl-1a,2,7,7a-tetrahydro 1-aza-cyclopropa[b]naphthalene-1-carboxylic acid tert-butyl ester (346.0 mg; 0.83 mmol) placed under Nitrogen was dissolved using anhydrous chloroform (15.0 mL) followed by 0.5 equivalents of Ytterbium trifluoromethanesulfonate (257.0 mg; 0.42 mmol) were then added. The reaction mixture was allowed to stir at room temperature overnight. The next day, it was poured into an aqueous solution of sodium bicarbonate and extracted using dichloromethane. The combined organic layers were dried over magnesium sulfate, filtered, and the solvent was removed by vacuo. The crude was purified by flash chromatography using; hexanes:ethyl acetate (9:1) then (8:2) as the eluent. The isolated product is a solid (275 mg, 71%).

Provenance & Evidence