Acetic Acid → HCID 23453023, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2 g of 2-methyl-6-methoxy-1H-indole, 4 g of the hydrochloride of 4-piperidone monohydrate and 40 ml of acetic acid was stirred at 100° C. under an inert atmosphere for 90 minutes and the mixture was cooled and poured into a solution of 150 g of ice and 80 ml of 22° Be ammonium hydroxide. The mixture was extracted with ethyl acetate and the organic phase was washed with water, dried over magnesium sulfate and evaporated to dryness and reduced pressure. The residue was empasted with hot ethyl acetate and the mixture was cooled and vacuum filtered. The product was washed with ethyl acetate and dried under reduced pressure to obtain 2.5 g of raw product which was dissolved in 50 ml of hot isopropanol. The solution was cooled and made acidic by dropwise addition of an isopropanol solution of gaseous hydrogen chloride. The mixture stood overnight after crystallization was induced and was vacuum filtered. The product was washed with isopropanol and was dried under reduced pressure to obtain 2.25 of 2-methyl-6-methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole hydrochloride melting at 270° C.

Provenance & Evidence