sodium hydroxide

1: [2,6-difluoro-4-(methoxymethoxy)phenyl]trimethylsilane With sec.-butyllithium in tetrahydrofuran; cyclohexane T=-75°C; 2 h; 2: carbon dioxide in tetrahydrofuran; cyclohexane 3: With hydrogenchloride pH=1;

1: 1,3-difluoro-5-(methoxymethoxy)benzene With n-butyllithium in diethyl ether; hexane T=-75°C; 6 h; 2: carbon dioxide in diethyl ether; hexane 3: With hydrogenchloride pH=1;

1,3-dimethyl-imidazolidin-2-one; sodium hydroxide T=130°C;

1.1: 81 percent / N-ethyldiisopropylamine / CH2Cl2 / 2 h / 25 °C 2.1: BuLi; t-BuOK / tetrahydrofuran; hexane / 2 h / -75 °C 2.2: 78 percent / tetrahydrofuran; hexane / 0.75 h / -75 °C 3.1: sec-BuLi / tetrahydrofuran; cyclohexane / 2 h / -75 °C 3.2: tetrahydrofuran; cyclohexane 3.3: 89 percent / aq. HCl / pH 1 View Scheme

1.1: BuLi; t-BuOK / tetrahydrofuran; hexane / 2 h / -75 °C 1.2: 78 percent / tetrahydrofuran; hexane / 0.75 h / -75 °C 2.1: sec-BuLi / tetrahydrofuran; cyclohexane / 2 h / -75 °C 2.2: tetrahydrofuran; cyclohexane 2.3: 89 percent / aq. HCl / pH 1 View Scheme