hydrogen; palladium 10 on activated carbon in methanol P=3102.97 Torr; 15 h;

1: palladium 10 on activated carbon; hydrogen / ethanol / 2 h / 20 °C 2: diisobutylaluminium hydride / toluene; hexane / 2 h / -78 °C / |Inert atmosphere View Scheme

1: ethyl 4-hydroxy-3-methoxycinnamate With sodium tetrahydroborate; NiII chloride hexahydrate in methanol T=0 - 20°C; 2: benzyl bromide With sodium hydride in tetrahydrofuran; methanol T=0 - 20°C; 3: With lithium aluminium tetrahydride in tetrahydrofuran; methanol Reflux;