Ethanol → HCID 9847522, compound

Participants

Reaction Steps

To a solution of 0.78 g (0.00120 mol) of [5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-indol-1-yl]-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone (described above) in 5 mL of dry THF, and 5 mL of punctilious ethanol, under N2, was added 1.4 mL (0.0120 mol) of cyclohexadiene and 0.39 g (one-half the mass of the benzyloxy starting material) of 10% Pd/C, and stirred at room temperature overnight. The reaction mixture was filtered and evaporated to dryness in a rotary evaporator. 100 mL of ethyl acetate was added to the crude product. This organic phase was washed with water (2×50 mL), saturated brine, removed, dried over magnesium sulfate, filtered and evaporated to dryness in a rotary evaporator. The crude product when subjected to HPLC gave 0.30 g of pale-yellow solid.

Provenance & Evidence