Sodium Chloride → HCID 20570833, compound

Participants

Reaction Steps

A solution of 4.6 g. 4-{2-hydroxy-3-[4-(2-pyridyloxymethyl)-piperidino]-propoxy}-2-ethoxycarbonylindole (preparation see Example 18f) in 125 ml. anhydrous tetrahydrofuran is added dropwise to a suspension of 1 g. lithium aluminum hydride in 125 ml. anhydrous tetrahydrofuran. The reaction mixture is then stirred for 30 minutes, decomposed, while cooling, with an aqueous solution of sodium chloride and 10 N aqueous sodium hydroxide solution, filtered, washed with tetrahydrofuran and evaporated. By adding an equivalent amount of benzoic acid, there are obtained 4.0 g. (74% of theory) 4-{2-hydroxy-3-[4-(2-pyridyloxymethyl)-piperidino]-propoxy}-2-hydroxymethylindole benzoate which is recrystallized from isopropanol; m.p. 76°-78° C.

Provenance & Evidence