1: 50percent aqueous sodium hydroxide / benzyltriethylammonium chloride / ethanol / 4 h 2: 1.) pyridium chlorochromate, 2.) basic alumina column / 1.) dichloromethane, room temp., 2 h. 3: 1.) n-butyllithium / 1.) THF, -78 deg C -> room temp., 30 min., 2.) THF, room temp., 1 h. View Scheme

1: 90 percent / 1 N hydrochloric acid / methanol / Ambient temperature 2: 1.) pyridium chlorochromate, 2.) basic alumina column / 1.) dichloromethane, room temp., 2 h. 3: 1.) n-butyllithium / 1.) THF, -78 deg C -> room temp., 30 min., 2.) THF, room temp., 1 h. View Scheme

potassium tert-butylate T=-10°C; Yield given. Yields of byproduct given;

1: 1.) pyridium chlorochromate, 2.) basic alumina column / 1.) dichloromethane, room temp., 2 h. 2: 1.) n-butyllithium / 1.) THF, -78 deg C -> room temp., 30 min., 2.) THF, room temp., 1 h. View Scheme

n-butyllithium 1.) THF, -78 deg C -> room temp., 30 min., 2.) THF, room temp., 1 h.; Yield given. Multistep reaction;

(i) HCl, aq. MeOH, (ii) pyridine chlorochromate, (iii) /BRN= 745058/; Multistep reaction;

methyllithium in diethyl ether T=-78°C; 1 h;