1: diethyl ether / 0.17 h / 0 °C 2: H2 / 5percent Pd/C / ethanol / Ambient temperature 3: diisobutylaluminum hydride (DIBAL) / toluene; CH2Cl2 / 0.33 h / Ambient temperature View Scheme

1: H2 / 5percent Pd/C / ethanol / Ambient temperature 2: diisobutylaluminum hydride (DIBAL) / toluene; CH2Cl2 / 0.33 h / Ambient temperature View Scheme

1: NaHCO3 / toluene / 1.5 h / 20 °C 2: diethyl ether / 0.17 h / 0 °C 3: H2 / 5percent Pd/C / ethanol / Ambient temperature 4: diisobutylaluminum hydride (DIBAL) / toluene; CH2Cl2 / 0.33 h / Ambient temperature View Scheme

diisobutylaluminium hydride in dichloromethane; toluene 0.333333 h; Ambient temperature;