1: aq. HCl / 1,2-dimethoxy-ethane / 24 h / 90 °C 2: aq. NaOH / 1,2-dimethoxy-ethane / 2 h / 90 °C View Scheme

triethylamine in dichloromethane T=25°C; 2 h;

1: 98 percent / pyridinium chlorochromate / CH2Cl2 / 24 h / 20 °C 2: 96 percent / Et3N / CH2Cl2 / 2 h / 25 °C View Scheme

1: 93 percent / LiAlH4 / diethyl ether / 2 h / 0 °C 2: 98 percent / pyridinium chlorochromate / CH2Cl2 / 24 h / 20 °C 3: 96 percent / Et3N / CH2Cl2 / 2 h / 25 °C View Scheme