1: 1.) TMSCl, NaI / 1.) MeCN, 50 deg C 14 h, 2.) MeCN, 3 h 2: 98.6 percent / NaHCO3 / dimethylsulfoxide / 0.07 h / 150 °C 3: 87 percent / MeONa / dimethylformamide / 24 h / 0 - 5 °C 4: H2 / Pd/C / ethanol / 2585.74 - 10343 Torr 5: 0.56 g / NaOH / H2O View Scheme

1: 87 percent / MeONa / dimethylformamide / 24 h / 0 - 5 °C 2: H2 / Pd/C / ethanol / 2585.74 - 10343 Torr 3: 0.56 g / NaOH / H2O View Scheme

1: H2 / Pd/C / ethanol / 2585.74 - 10343 Torr 2: 0.56 g / NaOH / H2O View Scheme

potassium hydroxide

3: chromium (VI)-oxide; aqueous acetic acid View Scheme

2: chromium (VI)-oxide; aqueous acetic acid View Scheme