1: 90 percent / conc. HCl, HOAc / 2.5 h / 65 °C 2: 79 percent / N-bromoacetamid (NBA), aq. HCl / tetrahydrofuran / 1 h / 0 - 5 °C 3: pyridine / 16 h / 0 - 5 °C 4: 1 percent / NaOMe / tetrahydrofuran / 45 h / 0 - 5 °C View Scheme

hydrogenchloride; acetic acid T=65°C; 2.5 h;

1: 90 percent / conc. HCl, HOAc / 2.5 h / 65 °C 2: 79 percent / N-bromoacetamid (NBA), aq. HCl / tetrahydrofuran / 1 h / 0 - 5 °C 3: pyridine / 16 h / 0 - 5 °C 4: 1 percent / NaOMe / tetrahydrofuran / 45 h / 0 - 5 °C 5: 10 percent / aq. NaOCl / tetrabutylammonium hydrogen sulfate / CHCl3 / 5 h / Ambient temperature View Scheme