1: 99 percent / 1) sec-butyllithium / tetrahydrofuran / 1.) -78 deg C, 0.5 h, 2.) RT, 1 h 2: m-chloroperoxybenzoic acid / CH2Cl2 / 1.)0 deg C, 15 min, 2.) RT, 6 h 3: aq. H2SO4 / methanol / 1 h / Ambient temperature View Scheme

sodium methylate in methanol T=40°C; 4 h;

bromine; sodium methylate 1.) dichloromethane, - 78 deg C, 30 min; 0 deg C, 30 min, 2.) methanol, 0 deg C, 30 min; 25 deg C, 2 h; Yield given. Multistep reaction;