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

1: benzene; magnesium 2: aluminium chloride; carbon disulfide / 130 °C View Scheme

1: benzene; magnesium 2: aluminium chloride; carbon disulfide / 130 °C View Scheme

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

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