1: 80.6 percent / sodium ethoxyde / ethanol / Heating 2: 97.6 percent / potassium hydroxide, 18-crown-6 / H2O; dioxane 3: 89.1 percent / trifluoroacetic anhydride 4: 1.) mercuric acetate; 2.) sodium borohydride / 1.) water, THF, r.t. 6: 1.) ozon; 2.) dimethyl sulfide / 1.) ethyl acetate, -70 deg C 8: H2O / hydrolysis 9: aluminium chloride / C2H5SH View Scheme

sodium tetrahydroborate in ethanol 0.25 h; Cooling with ice;

ethanol; sodium

1: piperidine; acetic acid; benzene 2: platinum; methanol / Hydrogenation View Scheme

1: piperidine; acetic acid; benzene 2: platinum; methanol / Hydrogenation View Scheme

1: palladium/BaSO4; quinoline; sulfur / Hydrogenation.Reagens 4: Xylol 2: piperidine; 3,5-dimethoxy-benzoic acid; benzene 3: Raney nickel; aqueous ethanol / 80 °C / 22065.2 Torr / Hydrogenation View Scheme