1: NH2OH*HCl, AcONa / methanol 2: CHCl3 / isomerization 3: 82 percent / NaH / dimethylformamide 4: 76 percent / KOH / dimethylsulfoxide; tetrahydrofuran 5: H2 / catalytic hydrogenation 6: HCOOH / ethanol / Heating View Scheme

1: H2 / catalytic hydrogenation 2: HCOOH / ethanol / Heating View Scheme

1: 76 percent / KOH / dimethylsulfoxide; tetrahydrofuran 2: H2 / catalytic hydrogenation 3: HCOOH / ethanol / Heating View Scheme

1: CHCl3 / isomerization 2: 82 percent / NaH / dimethylformamide 3: 76 percent / KOH / dimethylsulfoxide; tetrahydrofuran 4: H2 / catalytic hydrogenation 5: HCOOH / ethanol / Heating View Scheme

formic acid in ethanol Heating; Yield given;

Na2S2 in ethanol Heating;