hydrogen; triethylamine; 1,5-hexadienerhodium(I) chloride dimer in ethanol; benzene P=53200 Torr; 18 h;

potassium hydroxide in methanol T=20°C;

1: H2; Et3N / Pd/C / ethanol / 4 h 2: 0.78 g / aq. KOH / methanol / 20 °C View Scheme

human liver dihydrodiol dehydrogenase 2; NADPH in phosphate buffer T=25°C; pH=6.0; Enzyme kinetics; Further Variations:Reagents;

sodium hydroxide; nickel in ethanol 1 h; Heating;

1: 1.) 10percent sodium carbonate; 2.) 40percent sodium hydroxide / 1.) water, 80 deg C, 30 min; 2) 1.5 h, water bath 2: 68 percent / 0.33 h / 290 °C 3: 81.6 percent / sulfuric acid / 6 h / Heating 4: 86 percent / N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 7 h / Heating 5: 69.7 percent / aluminum chloride / CS2 / 2 h / -15 - -10 °C 6: 56 percent / K2Cr2O7 / acetic acid / 16 h / 100 - 105 °C 7: 86 percent / 24percent NaOH; conc.HCl / H2O; methanol / 1.5 h / Heating 8: 56.9 percent / Raney nickel, 5percent NaOH / ethanol / 1 h / Heating View Scheme

1: 81.6 percent / sulfuric acid / 6 h / Heating 2: 86 percent / N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 7 h / Heating 3: 69.7 percent / aluminum chloride / CS2 / 2 h / -15 - -10 °C 4: 56 percent / K2Cr2O7 / acetic acid / 16 h / 100 - 105 °C 5: 86 percent / 24percent NaOH; conc.HCl / H2O; methanol / 1.5 h / Heating 6: 56.9 percent / Raney nickel, 5percent NaOH / ethanol / 1 h / Heating View Scheme

1: 68 percent / 0.33 h / 290 °C 2: 81.6 percent / sulfuric acid / 6 h / Heating 3: 86 percent / N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 7 h / Heating 4: 69.7 percent / aluminum chloride / CS2 / 2 h / -15 - -10 °C 5: 56 percent / K2Cr2O7 / acetic acid / 16 h / 100 - 105 °C 6: 86 percent / 24percent NaOH; conc.HCl / H2O; methanol / 1.5 h / Heating 7: 56.9 percent / Raney nickel, 5percent NaOH / ethanol / 1 h / Heating View Scheme

1: 86 percent / N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 7 h / Heating 2: 69.7 percent / aluminum chloride / CS2 / 2 h / -15 - -10 °C 3: 56 percent / K2Cr2O7 / acetic acid / 16 h / 100 - 105 °C 4: 86 percent / 24percent NaOH; conc.HCl / H2O; methanol / 1.5 h / Heating 5: 56.9 percent / Raney nickel, 5percent NaOH / ethanol / 1 h / Heating View Scheme

1: 69.7 percent / aluminum chloride / CS2 / 2 h / -15 - -10 °C 2: 56 percent / K2Cr2O7 / acetic acid / 16 h / 100 - 105 °C 3: 86 percent / 24percent NaOH; conc.HCl / H2O; methanol / 1.5 h / Heating 4: 56.9 percent / Raney nickel, 5percent NaOH / ethanol / 1 h / Heating View Scheme