1: 2.) 30percent sodium hydroxide / 1.) toluene, reflux, 2 d; 2.) water, reflux, 2 h 2: 41 percent / butyl-lithium / tetrahydrofuran / 1.) -78 degC, 4 h, 2.) -78 degC to R. T. 3: 85 percent / m-chloroperbenzoic acid / CHCl3 / 2 h / Ambient temperature 4: 95 percent / toluene / 6 h / 100 °C 5: 75 percent / 1.) butyl-lithium, 2.) benzaldehyde, H2O / tetrahydrofuran / 1.) -60 degC, 2.) -78 degC to R. T. View Scheme

1.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -50 °C 1.2: 91 percent / tetrahydrofuran; hexane / 2 h / -50 °C 2.1: 37 percent Spectr. / aq. HCl / diethyl ether / 4 h / 20 °C View Scheme

Yield given. Multistep reaction;

1: 2.) 30percent sodium hydroxide / 1.) toluene, reflux, 2 d; 2.) water, reflux, 2 h 2: 18 percent / 50percent sodium hydride / dimethylformamide / 1 h / 50 °C View Scheme

toluene-4-sulfonic acid in toluene 1 h; Reflux;

sodium hydrogencarbonate; sodium iodide in acetone 4 h; Ambient temperature;

1H-imidazole; iodine; triphenylphosphine in benzene 0.666667 h; Ambient temperature;

暂无反应条件数据

1: 91 percent / trimethyl orthoformate, p-toluenesulfonic acid monohydrate / 3 h / 80 °C 2: KI, 18-Crown-6 / toluene / Heating View Scheme

1: HBr 2: TsOH / benzene 3: 97 percent / NaI, NaHCO3 / acetone / 4 h / Ambient temperature View Scheme