Trifluoroacetic acid → 3a-Fluoro-7-(2-furanyl)-1,2,3,3a,5,9b-hexahydrocyclopenta[c]quinolin-4-one

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Reaction Steps

A solution of 1.44 g (3.9 mmol) of 5-tert-butoxycarbonyl-3a-fluoro-7-(2-furanyl)-1,2,3,3a,5,9b-hexahydrocyclopenta[c]-quinolin-4-one in 20 ml of dichloromethane is mixed with 8 ml of trifluoroacetic acid at room temperature. After 2 hours, the batch is diluted with water and ethyl acetate. The organic phase is separated, washed with water, saturated NaHCO3 and saturated NaCl, dried (Na2SO4) and concentrated by evaporation in a vacuum. Column chromatography of the residue on silica gel with hexane-ethyl acetate yields 0.53 g of product.

Provenance & Evidence