Potassium Hydroxide → HCID 13409287, compound

Participants

Reaction Steps

To a solution of 5.6 g (0.085 mol) of potassium hydroxide in 150 mL of ethanol was added 6.9 g (0.020 mol) of methyl 4-(1-methyl-2-phenyl-1H-indol-3-yl)-3-cyclohexene-1-carboxylate (Example 5). This mixture was heated under reflux until solution resulted. Heating was continued 4 h, then the solution was cooled, concentrated in vacuo, dissolved in water, and made acidic with 2N hydrochloric acid to give a precipitate. The solid was collected, washed with water, dissolved in ether, washed with water, dried over sodium sulfate, charcoaled, concentrated in vacuo, and recrystallized twice from ether:hexane to give 5.6 g (85%) of 4-(1-methyl-2-phenyl-1H-indol-3-yl)-3-cyclohexene-1-carboxylic acid, m.p. 171°-172° C.

Provenance & Evidence