sodium dithionite in water; acetonitrile T=20°C; 0.5 h;

1: With potassium dihydrogenphosphate; Fremy’s salt in methanol; water T=5°C; 0.583333 h; 2: With sodium dithionite in water; ethyl acetate 0.5 h; 3: With hydrogenchloride in water; ethyl acetate

dihydrogen peroxide; triethylamine T=5°C;

1: 1,2-dihydroxy-4,5-methylenedioxybenzene With sodium hydroxide in water 0.25 h; Cooling with ice; 2: methyl iodide in water 1 h; Reflux;

1.1: NaH / dimethylformamide / 0.5 h / 0 °C 1.2: 87 percent / dimethylformamide / 13 h / 0 - 20 °C 2.1: n-BuLi / tetrahydrofuran; hexane / 1.5 h / 0 °C 2.2: isopropyl borate / tetrahydrofuran; hexane / 0.83 h / 0 °C 2.3: 87 percent / AcOH; aq. H2O2 / tetrahydrofuran; hexane / 16 h / 0 - 20 °C 3.1: 89 percent / pyridine / 2.5 h / 0 °C 4.1: 96 percent / KBr; K3PO4 / (Ph3P)4Pd / dioxane / 26 h / 100 °C 5.1: 95 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone; p-TsOH*H2O / dioxane / 2.5 h / 50 °C 6.1: sodium dithionite / ethyl acetate; methanol; H2O / 4 h / 20 °C 7.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C 7.2: 88.8 mg / tetrahydrofuran; hexane / 1.5 h / -78 - 0 °C 8.1: 90 percent / benzene / 36 h / 80 °C 9.1: 92 percent / methanolic HCl / CH2Cl2 / 30 h / 20 °C View Scheme