1: 86.9 percent / 40percent peracetic acid / CH2Cl2 / 0 °C 2: 90 percent / HCl gas / 1,2-dichloro-ethane / 5 h / 50 °C 3: 55 percent / H2, triethylamine / 5percent Pd/C / ethyl acetate / 2 h / 20 - 50 °C / 2585.7 Torr View Scheme

N-chloro-succinimide; triethylamine in dichloromethane Heating;

chlorine 1) 1,2 dichloroethane, ice bath, 1h 2) 60-65 deg C, HCl gas, 15min; Yield given. Multistep reaction;

peracetic acid in dichloromethane T=0°C;

1: 86.9 percent / 40percent peracetic acid / CH2Cl2 / 0 °C 2: toluene / Heating View Scheme