sodium tetrahydroborate in methanol T=25°C; 1 h;

1: 32 percent / AlCl3 / CS2 / Heating 2: 88 percent / sodium borohydride / methanol / 1 h / 25 °C View Scheme

potassium carbonate in methanol; water 0.5 h; Heating;

1: 87 percent / K2CO3 / H2O; methanol / 0.5 h / Heating 2: triethylamine / acetonitrile / 0.5 h / 25 °C 3: triethylamine; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.83 h / 0 °C 4: 70 percent / Jones reagent / 1 h / 0 °C View Scheme