potassium hydrogensulfate T=110°C; P=180.014 Torr; 3 h;

1: 51 percent / Li2MnCl4 / tetrahydrofuran; diethyl ether / 1.5 h / 0 - 20 °C 2: 76 percent / anhydrous cerium(III) chloride / tetrahydrofuran / 20 °C 3: 50 percent / potassium hydrogen sulfate / 3 h / 110 °C / 180.01 Torr View Scheme

1: 76 percent / anhydrous cerium(III) chloride / tetrahydrofuran / 20 °C 2: 50 percent / potassium hydrogen sulfate / 3 h / 110 °C / 180.01 Torr View Scheme

1: (Z)-3-isopropyl-5,5-dimethylhex-3-en-1-yne With methyl-magnesium chloride in tetrahydrofuran 2 h; Heating; 2: acetaldehyde in tetrahydrofuran Heating;

1.1: methyl magnesium chloride / tetrahydrofuran / 2 h / Heating 1.2: 80 percent / tetrahydrofuran / Heating 2.1: 83 percent / lithium aluminum hydride / tetrahydrofuran / 3 h / Heating View Scheme