Yield:-

Reaction Conditions:

with sodium methylate in methanol;ethyl acetate;petrol;

Steps:

3.b 1-t-Butoxycarbonyl-4-phenyl-4-[3,5-bis(trifluoromethyl) benzylthiomethyl]piperidine

b) Sodium methoxide (3 g) was added in small portions to a solution of 3,5-bis(trifluoromethyl)benzyl thioacetate (10 g) in methanol (50 ml), under an inert atmosphere. The resulting solution was stirred at room temperature for 16 h. The solvent was removed and the residue was partitioned between ethyl acetate and 0.1N HCl solution. The organic layer was dried (Na₂ SO₄) and the solvent was removed leaving a clear oil which was chromatographed on silica in 2% ethyl acetate/petrol. 3,5-Bis(trifluoromethyl)benzyl mercaptan (5.02 g) was obtained as an off white solid (STENCH).

References:

US5661162,1997,A