1: dimethyl malonate, Na, methanol / 3 h / Heating 2: KOH / methanol; H2O / Heating 3: 64 percent / 150 - 160 °C 4: 12.6 g / LiAlH4 / diethyl ether / 3 h / Heating 5: 85 percent / triphenylphosphine bromine / acetonitrile / 1 h / Heating 6: Mg / diethyl ether View Scheme

1: dimethyl malonate, Na, methanol / 3 h / Heating 2: KOH / methanol; H2O / Heating 3: H2SO4 / H2O / 10 h / Heating View Scheme

1: dimethyl malonate, Na, methanol / 3 h / Heating 2: KOH / methanol; H2O / Heating 3: 64 percent / 150 - 160 °C 4: 12.6 g / LiAlH4 / diethyl ether / 3 h / Heating 5: 85 percent / triphenylphosphine bromine / acetonitrile / 1 h / Heating 6: Mg / diethyl ether 7: pyridine / benzene View Scheme

1: dimethyl malonate, Na, methanol / 3 h / Heating 2: KOH / methanol; H2O / Heating 3: 64 percent / 150 - 160 °C View Scheme

methanol; sodium; malonic acid dimethyl ester 3 h; Heating; Yields of byproduct given;

sodium; malonic acid dimethyl ester 3 h; Heating; Yields of byproduct given;

methanol; sodium 1.) reflux, 2.) methanol, reflux, 3 h; Yield given. Multistep reaction. Yields of byproduct given;