1: Na / ethanol 2: 1.) PIFA, BF3*Et2O, 2.) MeNH2 / 1.) CH2Cl2, -78 deg C, 30 min, 2.) CH2Cl2, H2O, r.t., 30 min 3: 88 percent / N-chlorosuccinimide View Scheme

n-butyllithium; diisopropylamine in ethylene glycol dimethyl ether 1) r.t --> 40 deg C, 1 h, 2) -20 deg C, 16 h; Yield given;