1: 70 percent / pyridinium dichromate / CH2Cl2 / 8 h / 25 °C 2: 1.) t-BuOK / 1.) toluene, reflux, 15 min; 2.) toluene, -78 deg C, 30 min, 3.) toluene, 25 deg C, 2 h View Scheme

1: 30 percent / conc. hydrochloric acid / CCl4 / 15 h / Ambient temperature 2: 70 percent / pyridinium dichromate / CH2Cl2 / 8 h / 25 °C 3: 1.) n-buthyllithium / 1.) THF, 0 deg C, 30 min; 2.) THF, -30 deg C, 30 min; 3.) 8 h, 25 deg C View Scheme

n-butyllithium 1.) THF, 0 deg C, 30 min; 2.) THF, -30 deg C, 30 min; 3.) 8 h, 25 deg C; Yield given. Multistep reaction. Yields of byproduct given;

potassium tert-butylate 1.) toluene, reflux, 15 min; 2.) toluene, -78 deg C, 30 min, 3.) toluene, 25 deg C, 2 h; Yield given. Multistep reaction. Yields of byproduct given;