triethyl borane; triphenylstannane in hexane; benzene T=25°C; 6 h;

sulfuric acid; sodium ethanolate; acetic acid 1.) EtOH, RT, 12 h, 2.) water, reflux, 4 h; Yield given. Multistep reaction;

1: CH3COONa / 1) ethanol, reflux; 2) 1h, reflux 2: 34 percent / SeO2 / dioxane / 12 h / 25 - 35 °C 3: 38 percent / n-butyllithium, methanol, water / tetrahydrofuran; hexane / 0.17 h / 0 - 10 °C 4: Ambient temperature View Scheme

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