hydrogenchloride in 1,4-dioxane Yield given;

1: 82 percent / Ph3P, DEAD / tetrahydrofuran / Ambient temperature 2: 88 percent / H2 / 10percent Pd/C / methanol / 1 h / Ambient temperature 3: TFA / 1 h / Ambient temperature View Scheme

1: 88 percent / H2 / 10percent Pd/C / methanol / 1 h / Ambient temperature 2: TFA / 1 h / Ambient temperature View Scheme

1: DMAP / CH2Cl2 / 0.75 h 2: HCl / dioxane View Scheme