1.1: lithium aluminium tetrahydride / diethyl ether / 2 h / 0 - 20 °C 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C 2.2: 35 h / 20 °C 3.1: acetic acid / water / 5 h 4.1: sodium tetrahydroborate / methanol / 0.15 h / 0 - 20 °C View Scheme

1.1: NaH / tetrahydrofuran / 0 - 20 °C 1.2: 72 percent / tetrahydrofuran / 36 h / Heating 2.1: 81 percent / aq. p-toluenesulfonic acid / acetone / 2 h / Heating View Scheme

1: 2-(2,2-dimethoxyethyl)malonic acid diethyl ester With sodium hydride in tetrahydrofuran T=0 - 20°C; 2: 1,3-Diiodopropane in tetrahydrofuran 36 h; Heating;

1: 2-(2,2-dimethoxyethyl)malonic acid diethyl ester With sodium hydride in tetrahydrofuran T=0 - 20°C; 2: 1,3-dibromo-propane in tetrahydrofuran 36 h; Heating;

1: 2-(2,2-dimethoxyethyl)malonic acid diethyl ester With sodium hydride in tetrahydrofuran T=0 - 20°C; 2: diiodomethane in tetrahydrofuran 36 h; Heating;

1.1: NaH / tetrahydrofuran / 0 - 20 °C 1.2: 52 percent / tetrahydrofuran / 36 h / Heating 2.1: 55 percent / aq. p-toluenesulfonic acid / acetone / 2 h / Heating View Scheme

lithium aluminium tetrahydride in diethyl ether T=20°C; 16 h;