1: 88 percent / conc. H2SO4 / propan-2-ol / 1) 70 deg C, 1.5-2 h; 2) 50 deg C, 14 h 2: CF3CHCF2NEt2 / CH2Cl2 / 2 h / 100 °C 3: KOAc / methanol; propan-2-ol; H2O / 3 h / Heating; pH 5 View Scheme

triethylamine in methanol T=30°C; 8 h; Inert atmosphere;

1: K2CO3 / H2O / 1 h / Ambient temperature 2: EtONa / ethanol 3: 40 percent / (2-chloro-1,1,2-trifluoroethyl)diethylamine / acetonitrile / 1.) room temp., 1 h, 2.) reflux, 3 h 4: 1.) BuLi / 1.) THF, 0 deg C, 30 min, 2.) 0 deg C, 30 min; room temp., 1 h 5: 70 percent / KOH / methanol / 7 h / -30 °C 6: 1.) 6N HCl, 2.) Et3N / 1.) 120 deg C, 5 h, 2.) 80 deg C, 2 h View Scheme

ethyl acetate

acetone

1: 95 percent / K2CO3 / glycerol / 18 h / 115 °C 2: 95 percent Chromat. / (1,1,2,3,3,3-hexafluoropropyl)diethylamine (FPA) / CH2Cl2 / 2 h / 100 °C / 5171.5 Torr View Scheme

triethylamine in 1,2-dichloro-ethane T=0°C;

potassium carbonate in glycerol T=115°C; 18 h;

in water; 1,2-dichloro-ethane T=85°C; 6 h;