1: With ethyl mercaptan sodium salt in DMF (N,N-dimethyl-formamide) T=160°C; 4 h; 2: With hydrogenchloride in water

tetrabutyl ammonium fluoride in tetrahydrofuran; diethyl ether 0.166667 h; Ambient temperature;

1: 96 percent / imidazole / dimethylformamide 2: lithium aluminum hydride / diethyl ether; tetrahydrofuran / 2 h / -78 - 20 °C 3: Et3N, methanesulfonyl chloride / CH2Cl2 / 24 h / Ambient temperature 4: tetra-n-butylammonium fluoride / tetrahydrofuran; diethyl ether / 0.17 h / Ambient temperature View Scheme

1: Et3N, methanesulfonyl chloride / CH2Cl2 / 24 h / Ambient temperature 2: tetra-n-butylammonium fluoride / tetrahydrofuran; diethyl ether / 0.17 h / Ambient temperature View Scheme

1: lithium aluminum hydride / diethyl ether; tetrahydrofuran / 2 h / -78 - 20 °C 2: Et3N, methanesulfonyl chloride / CH2Cl2 / 24 h / Ambient temperature 3: tetra-n-butylammonium fluoride / tetrahydrofuran; diethyl ether / 0.17 h / Ambient temperature View Scheme

1: 92 percent / aluminum chloride / toluene / 0.5 h / Heating 2: 96 percent / imidazole / dimethylformamide 3: lithium aluminum hydride / diethyl ether; tetrahydrofuran / 2 h / -78 - 20 °C 4: Et3N, methanesulfonyl chloride / CH2Cl2 / 24 h / Ambient temperature 5: tetra-n-butylammonium fluoride / tetrahydrofuran; diethyl ether / 0.17 h / Ambient temperature View Scheme