Ammonium Chloride → alpha-(-Methyl-4-piperidyl)-2-(2,5-difluorophenylthio)-5-chlorobenzyl alcohol

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Reaction Steps

A solution of a Grignard reagent is prepared by reaction of 11.35 g of 4-chloro-1-methylpiperidine with 2.3 g of magnesium in 70 ml of tetrahydrofuran and is then treated for 10 minutes with a solution of 16.1 g 2-(2,5-difluorophenylthio)-5-chlorobenzaldehyde in 40 ml of tetrahydrofuran, added dropwise. The mixture is refluxed for 4 hours and, after cooling, decomposed with a 20% ammonium chloride solution and extracted with benzene. The extract is washed with water, dried with potassium carbonate and evaporated. There are obtained 21.7 g (100%) crude oily α-(-methyl-4-piperidyl)-2-(2,5-difluorophenylthio)-5-chlorobenzyl alcohol which is used in this state for the final step.

Provenance & Evidence