acetic acid in tetrahydrofuran; water T=45°C; 3 h;

1: 1) NaH/DMSO / 1) 15 degC, 20 min, 2) 45 degC, 5 h 2: 47 percent / glacial acetic acid / tetrahydrofuran; H2O / 3 h / 45 °C View Scheme

1: 1) copper iodide, LiBr / 1) ether, -20 degC, 15 min, 2) -20 degC, 5 h 2: 1) NaH/DMSO / 1) 15 degC, 20 min, 2) 45 degC, 5 h 3: 47 percent / glacial acetic acid / tetrahydrofuran; H2O / 3 h / 45 °C View Scheme

1: 1) NaH/DMSO / 1) 15 degC, 20 min, 2) 45 degC, 5 h 2: 47 percent / glacial acetic acid / tetrahydrofuran; H2O / 3 h / 45 °C View Scheme

CaO in tetrahydrofuran; water T=50°C; 0.333333 h;