Water → HCID 19773924, compound

Participants

Reaction Steps

1.0 g (1.96 mM) of optically active 4'- hexyloxy-4-(1-trifluoromethylheptyloxymethyl)thiobenzanilide and 1.70 g (3.9 mM) of 90%-sodium hydroxide were dissolved in 15 ml of methanol. To the solution, 5 ml of an aqueous solution of 1.61 g (4.9 mM) of potassium ferricyanide was added dropwise, followed by stirring for 1 hour at room temperature. After the reaction, water was added to the reaction mixture, followed by filtration to obtain a crude crystal. The crude crystal was purified by silica gel column chromatography (eluent: toluene/hexane=1/2) and recrystallized two times from ethanol to obtain 0.49 g (0.97 mM) of optically active 2-[4-(1-trifluoromethylheptyloxymethyl)phenyl]-6-hexyloxybenzothiazole (Yield: 49%, m.p.=69.1° C.).

Provenance & Evidence