Water → HCID 19598480, compound

Participants

Reaction Steps

3.8 g of 5% by weight palladium-on-charcoal, containing 50% of water, were introduced into a solution of 9.4 g of 4-oxo-4,5,6,7-tetrahydro-1-N-(β,γ-dihydroxypropyl)indole, obtained in the preceding stage, in 50 cm3 of diglyme. The temperature of the reaction mixture was brought to the reflux temperature of the diglyme and the water was azeotropically distilled. After reacting for 23 hours, the catalyst was filtered off on Celite and the diglyme was then evaporated under vacuum. The crude product obtained was chromatographed on silica gel (ethyl acetate/heptane=9/1). 4.2 g of 4-hydroxy-1-N-(β,γ-dihydroxypropyl)indole were obtained in the form of a very viscous oil.

Provenance & Evidence