Methanol → 3-(1H-Indol-4-yl)-1-methyl-3-piperidinol

Participants

Reaction Steps

5.8 g of a solution of 40% aqueous formal were added at 0° to -5° C. to a mixture of 13.3 g of 3-(1H-indol-4-yl)-3-piperidinol in 120 ml of methanol and after stirring the mixture for 15 minutes, 4.9 g of 95% sodium borohydride were added thereto. Water was added to the mixture which was then extracted with chloroform containing 20% of methanol. The organic phase was washed with water, dried over magnesium sulfate and filtered. The filtrate was evaporated to dryness and the 11.8 g of residue were crystallized from benzene to obtain 9 g of 1-methyl-3-(1H-indol-4-yl)-3-piperidinol melting 145° C.

Provenance & Evidence