in methanol; water T=60°C; 5 h;

1: 1.) Mg; MeI / diethyl ether / 1.) 3 h, reflux; 2.) 1 h, reflux 2: hydrogen, conc. H2SO4 / 10percent Pd-C / ethyl acetate / 4 h / 2942.03 Torr / Ambient temperature 3: ethanethiol, NaH / dimethylformamide / 3 h / Heating View Scheme

1: 89 percent / (COCl)2 / benzene / 2 h, room t., 1 h, reflux 2: 70 percent / NaOAc, H2 / 10percent Pd-C / 2427.2 Torr / 1h, then 60 degC, overnight 3: 1.) Mg; MeI / diethyl ether / 1.) 3 h, reflux; 2.) 1 h, reflux 4: hydrogen, conc. H2SO4 / 10percent Pd-C / ethyl acetate / 4 h / 2942.03 Torr / Ambient temperature 5: ethanethiol, NaH / dimethylformamide / 3 h / Heating View Scheme

1: 70 percent / NaOAc, H2 / 10percent Pd-C / 2427.2 Torr / 1h, then 60 degC, overnight 2: 1.) Mg; MeI / diethyl ether / 1.) 3 h, reflux; 2.) 1 h, reflux 3: hydrogen, conc. H2SO4 / 10percent Pd-C / ethyl acetate / 4 h / 2942.03 Torr / Ambient temperature 4: ethanethiol, NaH / dimethylformamide / 3 h / Heating View Scheme

1: hydrogen, conc. H2SO4 / 10percent Pd-C / ethyl acetate / 4 h / 2942.03 Torr / Ambient temperature 2: ethanethiol, NaH / dimethylformamide / 3 h / Heating View Scheme

sodium hydride; ethanethiol in N,N-dimethyl-formamide 3 h; Heating;

1: 30 percent / pyridine / 1 h / Ambient temperature 2: 70 percent / K2CO3 / acetone 3: 26 percent / aq. NaOH / methanol / 24 h / Ambient temperature 4: 78 percent / H2O; methanol / 5 h / 60 °C View Scheme

1: 26 percent / aq. NaOH / methanol / 24 h / Ambient temperature 2: 78 percent / H2O; methanol / 5 h / 60 °C View Scheme

Rhodium trichloride in methanol Yield given;