HCID 14350667, compound → HCID 14350668, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 5,6-dichloro-9-hydroxy-7-methoxy-9a-propyl-1,2,9,9a-tetrahydro-3H-fluoren-3-one (3.03 g, 0.089 mol) in a mixture of acetone (75 ml), ether (75 ml) and water (7 ml) cooled to 5° C. was added Jones reagent (3.4 ml, 2.67N). The reaction mixture was stirred for 1/2 hour at 5° C. then for 11/2 hours at 25° C. The reaction mixture was diluted with ether and H2O, the ether layer washed with NaHCO3, dried over MgSO4, evaporated and chromatographed on silica gel eluting with ethyl acetate-hexane (1:1.5) to give 5,6-dichloro-7-methoxy-9a-propyl-1,2,9,9a-tetrahydro-3H-fluoren-3,9-dione which melts at 167°-9° C.

Provenance & Evidence