alkaline solution

1: 60 percent / NaBH4, CF3COOH / tetrahydrofuran / 20 h / ice bath cooling up to reflux 2: 1) CF3COOH, 2) 2-ethoxyethyl ether / 2) 10 percent Pd/C / 1) r.t., 30 min, 2) reflux, 6 h 3: 1) 32 percent peracetic acid, 2) aq. conc. HCl / 1) THF, 0 deg C, 20 min, 2) MeOH, 1 h View Scheme

1: 60 percent / NaBH4, CF3COOH / tetrahydrofuran / 20 h / ice bath cooling up to reflux 2: 1) CF3COOH, 2) 2-ethoxyethyl ether / 2) 10 percent Pd/C / 1) r.t., 30 min, 2) reflux, 6 h 3: 88 percent / POCl3 / dimethylformamide / 3 h / Ambient temperature View Scheme