4-(2-Phenyl-1H-indol-3-yl)cyclohex-3-ene-1,1-dicarboxylic acid → HCID 13409292, compound

Participants

Reaction Steps

A solution of 5.3 g (0.015 mol) of 4-(2-phenyl-1H-indol-3-yl)-3-cyclohexene-1,1-dicarboxylic acid (Example 2) in 100 mL of ethanol was combined with 1.2 g of 10% palladium-on-carbon catalyst and hydrogenated on a Parr apparatus at room temperature for 3 h. After the catalyst was removed, the solution was concentrated in vacuo to a gum. This gum was crystallized from ether:hexane and then recrystallized three times from ether:hexane to give 4.0 g (74%) of 4-(2-phenyl-1H-indol-3-yl)cyclohexane-1,1-dicarboxylic acid, m.p. 196°-197° C.

Provenance & Evidence