Potassium Hydroxide → HCID 13958097, compound

Participants

Reaction Conditions

Reaction Steps

22.6 ml of hydrazine hydrate and then 11.6 g of 1-(2-hydroxyphenyl)-3-(1H-indol-4-yl)-1-propanone were slowly added with stirring to 50 ml of diethyleneglycol and then 20 ml of 78% potassium hydroxide were added thereto. The mixture was heated at 140° C. under an inert atmosphere for 30 minutes and the water and excess hydrazine hydrate were distilled at 210° C. with stirring over two hours and the mixture was cooled and diluted with water. The mixture was extracted with ethyl acetate and the organic phase was washed with water, dried, filtered and evaporated to dryness. The residue was chromatographed over silica and eluted with methylene chloride to obtain 8.613 g of 2-[3-(1H-indol-4-yl)-propyl]-phenol melting at ≅89° C.

Provenance & Evidence