N-bromosuccinmide; potassium acetate in water T=90°C;

1: 81 percent / N-bromosuccinimide, potassium acetate / H2O / 90 °C 2: 84 percent / hexamethyldisilazane / 1 h / Heating 3: 1,2-dichloro-ethane / 8 h / 20 °C 4: 94 percent / 0.1M sodium methoxide / methanol / 24 h / 22 °C View Scheme

piperidine; pyridine 2 h; Heating;