hydrogen; palladium on activated charcoal in N,N-dimethyl-formamide P=760 Torr; Ambient temperature;

1: 80 percent / Et3N / tetrahydrofuran / 12 h / Ambient temperature 2: H2 / 10percent Pd/C / dimethylformamide / 760 Torr / Ambient temperature View Scheme

1: 93 percent / thionyl chloride / 10 h / Heating 2: 80 percent / Et3N / tetrahydrofuran / 12 h / Ambient temperature 3: H2 / 10percent Pd/C / dimethylformamide / 760 Torr / Ambient temperature View Scheme