sodium hydroxide; silver nitrate in water T=0°C; 0.166667 h;

1: With boron tribromide in dichloromethane T=0°C; 16 h; 2: With hydrogenchloride in dichloromethane; water pH=0;

potassium carbonate T=190°C;

1.1: 64 percent / N-ethyldiisopropylamine / CH2Cl2 / 25 °C 2.1: sec-bityllithium; N,N,N',N'',N''-pentamethyldiethylenetriamine / tetrahydrofuran; cyclohexane / -75 °C 2.2: tetrahydrofuran; cyclohexane 3.1: 5.16 g / HCl / H2O / pH 1 View Scheme

1.1: sec-bityllithium; N,N,N',N'',N''-pentamethyldiethylenetriamine / tetrahydrofuran; cyclohexane / -75 °C 1.2: tetrahydrofuran; cyclohexane 2.1: 5.16 g / HCl / H2O / pH 1 View Scheme

sulfuric acid Heating / reflux;