3-(1,4-Dioxaspiro[4.5]dec-7-en-8-yl)-1H-indole → 3-(1,4-dioxaspiro[4.5]decan-8-yl)-1H-indole

Participants

Reaction Steps

4-(1H-3-indolyl)-3-cyclohexenone ethylene ketal (66.6 g, 0.26 mmol) is dissolved in 500 mL of tetrahydrofuran and 100 mL of methanol, 1.0 g 5% palladium on carbon is added and the mixture is placed under 60 pounds per square inch (psi) of hydrogen. After 2 hours the reaction is filtered and concentrated to give the product as a tan solid (67.0 g). An analytical sample is recrystallized from methanol; mp 163°-5° C.

Provenance & Evidence