1.1: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C / Inert atmosphere; Large scale reaction 1.2: 20 - 50 °C / Inert atmosphere; Large scale reaction 2.1: Pearlman's catalyst; hydrogen / ethyl acetate / 18 h / 2327.23 Torr / Large scale reaction 3.1: 1,1'-carbonyldiimidazole / ethyl acetate / 2 h / 10 - 20 °C / Inert atmosphere; Large scale reaction 3.2: 30 °C / Inert atmosphere; Large scale reaction 4.1: sodium tetrahydroborate; BF3*THF / tetrahydrofuran / 20 - 37 °C / Inert atmosphere; Large scale reaction View Scheme

Multi-step reaction with 2 steps 1.1: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C / Inert atmosphere; Large scale reaction1.2: 20 - 50 °C / Inert atmosphere; Large scale reaction2.1: Pearlman's catalyst; hydrogen / ethyl acetate / 18 h / 2327.23 Torr / Large scale reaction  

Multi-step reaction with 3 steps 1.1: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C / Inert atmosphere; Large scale reaction1.2: 20 - 50 °C / Inert atmosphere; Large scale reaction2.1: Pearlman's catalyst; hydrogen / ethyl acetate / 18 h / 2327.23 Torr / Large scale reaction3.1: 1,1'-carbonyldiimidazole / ethyl acetate / 2 h / 10 - 20 °C / Inert atmosphere; Large scale reaction3.2: 30 °C / Inert atmosphere; Large scale reaction