1: 87 percent / AlCl3 / 0.5 h / 160 - 165 °C 2: 93 percent / diethyl ether / 0.33 h / 0 °C 3: Br2 / methanol / 0.5 h / -60 °C 4: H2SO4 / acetic acid / 50 °C View Scheme

1: 87 percent / AlCl3 / 0.5 h / 160 - 165 °C 2: 93 percent / diethyl ether / 0.33 h / 0 °C 3: Br2 / methanol / 0.5 h / -60 °C 4: H2SO4 / acetic acid / 50 °C 5: 97 percent / LiAlH4 / diethyl ether / 1.) 30 min, 2.) 1h, reflux 6: 86 percent / pyridine / diethyl ether / 2 h / Ambient temperature 7: 48 percent / K2CO3 / dimethylformamide / 75 °C 8: 49 percent / m-chloroperbenzoic acid / CH2Cl2 / 2 h / -78 °C 9: 88 percent / (MeO)3P / methanol / 2 h / Heating 10: 74 percent / ClCOCOCl, Me2SO, Et3N / CH2Cl2 / 1 h / -78 deg C to roomtemperature View Scheme

aluminium trichloride T=160 - 165°C; 0.5 h;