sodium hydride in tetrahydrofuran 1 h; Heating;

1: 24 percent / NaH / tetrahydrofuran / 20 h / Ambient temperature 2: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 5 min 3: 76 percent / NaH / tetrahydrofuran / 1 h / Heating View Scheme

1: 96 percent / TsOH / benzene / 24 h / Heating 2: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 5 min 3: 76 percent / NaH / tetrahydrofuran / 1 h / Heating View Scheme

1: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 5 min 2: 76 percent / NaH / tetrahydrofuran / 1 h / Heating View Scheme

1: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 5 min 2: 24 percent / NaH / tetrahydrofuran / 20 h / Ambient temperature 3: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 5 min 4: 76 percent / NaH / tetrahydrofuran / 1 h / Heating View Scheme