triphenylphosphine in tetrahydrofuran 8 h; Ambient temperature;

1: 1) KH, 2) imidazole / 1) dimethoxyethane, room temperature, 1 h, 2) dimethoxyethane, room temperature, 15 h 2: 90 percent / NBS, dibenzoyl peroxide / CCl4 / 4 h / Heating 3: 95 percent / NaN3 / tetrahydrofuran; H2O / 4 h / Ambient temperature 4: 94 percent / triphenylphosphine / tetrahydrofuran / 8 h / Ambient temperature View Scheme

1: 90 percent / NBS, dibenzoyl peroxide / CCl4 / 4 h / Heating 2: 95 percent / NaN3 / tetrahydrofuran; H2O / 4 h / Ambient temperature 3: 94 percent / triphenylphosphine / tetrahydrofuran / 8 h / Ambient temperature View Scheme

1: 95 percent / NaN3 / tetrahydrofuran; H2O / 4 h / Ambient temperature 2: 94 percent / triphenylphosphine / tetrahydrofuran / 8 h / Ambient temperature View Scheme

1: 1) KH, 2) imidazole / 1) dimethoxyethane, room temperature, 1 h, 2) dimethoxyethane, room temperature, 15 h 2: 90 percent / NBS, dibenzoyl peroxide / CCl4 / 4 h / Heating 3: 95 percent / NaN3 / tetrahydrofuran; H2O / 4 h / Ambient temperature 4: 94 percent / triphenylphosphine / tetrahydrofuran / 8 h / Ambient temperature View Scheme