n-butyllithium in diethyl ether; hexane 0.666667 h; Ambient temperature;

1: 8.6 g / Hydrogen / Raney nickel / ethanol / 4 h / 70 °C / 76000.1 Torr 2: 5N aq. NaOH / 4 h / Ambient temperature 3: 1) Zinc cyanide, HCl (g) 2) AlCl3 3)aq. H2SO4 / 1) Room temper., 1 h , tetrachloroethane 2) 65-70 deg C, 8 h 3) room temper. overnight View Scheme

1: 95 percent / BBr3 / CH2Cl2 / 1 h / Ambient temperature 2: concd. HCl / ethanol / 1 h / Heating 3: 92 percent / (i-Pr)2NH, TMEDA, MeLi / diethyl ether / Ambient temperature 4: 86 percent / 50percent NaH/oil / dimethylformamide / Ambient temperature 5: 98 percent / tert-BuLi / pentane; diethyl ether / 2 h / Ambient temperature 6: 10percent HCl / methanol / 0.17 h / Heating 7: K2CO3 / acetone / 0.75 h / Heating View Scheme

1: concd. HCl / ethanol / 1 h / Heating 2: 92 percent / (i-Pr)2NH, TMEDA, MeLi / diethyl ether / Ambient temperature 3: 86 percent / 50percent NaH/oil / dimethylformamide / Ambient temperature 4: 98 percent / tert-BuLi / pentane; diethyl ether / 2 h / Ambient temperature 5: 10percent HCl / methanol / 0.17 h / Heating 6: K2CO3 / acetone / 0.75 h / Heating View Scheme

1: 86 percent / 50percent NaH/oil / dimethylformamide / Ambient temperature 2: 98 percent / tert-BuLi / pentane; diethyl ether / 2 h / Ambient temperature 3: 10percent HCl / methanol / 0.17 h / Heating 4: K2CO3 / acetone / 0.75 h / Heating View Scheme

1: 98 percent / tert-BuLi / pentane; diethyl ether / 2 h / Ambient temperature 2: 10percent HCl / methanol / 0.17 h / Heating 3: K2CO3 / acetone / 0.75 h / Heating View Scheme

1: 10percent HCl / methanol / 0.17 h / Heating 2: K2CO3 / acetone / 0.75 h / Heating View Scheme

1: 92 percent / (i-Pr)2NH, TMEDA, MeLi / diethyl ether / Ambient temperature 2: 86 percent / 50percent NaH/oil / dimethylformamide / Ambient temperature 3: 98 percent / tert-BuLi / pentane; diethyl ether / 2 h / Ambient temperature 4: 10percent HCl / methanol / 0.17 h / Heating 5: K2CO3 / acetone / 0.75 h / Heating View Scheme

potassium carbonate in acetone 0.75 h; Heating; Yield given;

zink cyanide; hydrogenchloride; aluminium trichloride; sulfuric acid 1) Room temper., 1 h , tetrachloroethane 2) 65-70 deg C, 8 h 3)room temper. overnight; Yield given. Multistep reaction. Yields of byproduct given;