1: 2,3-dimethoxy-5-methyl-1,4-dihydroxybenzene With caesium carbonate in acetone T=60°C; Inert atmosphere; 2: methyl iodide in acetone 3 h; Reflux; 3: With hydrogenchloride in water

potassium carbonate in acetone 1.5 h; Heating;

(i) ZnCl2, Et2O, (ii) MnO2, PE; Multistep reaction;

sodium hydroxide in ethanol; water 0.75 h; Ambient temperature;

1: With scandium tris(trifluoromethanesulfonate) in nitromethane; hexane T=53°C; 12 h; 2: With acetic acid; silver(l) oxide in hexane T=20°C; 1 h; Product distribution / selectivity;

1.1: 84.1 percent / Na / ethanol / 3 h / -20 °C 2.1: BuLi; N,N,N',N'-tetramethylethylenediamine / hexane / 1 h / 0 °C 2.2: 59.6 percent / hexane; tetrahydrofuran / 3.5 h / -40 - 20 °C 3.1: (COCl)2; DMSO / CH2Cl2 / 1 h / -60 - -40 °C 3.2: 94.9 percent / Et3N / CH2Cl2 / 1 h / 20 °C 4.1: 91.7 percent / CH2Cl2 / 4 h / Heating 5.1: 87.3 percent / LiAlH4 / tetrahydrofuran / 4 h / Heating 6.1: Et3N; MsCl / CH2Cl2 / 1.5 h / -40 °C 6.2: 95.5 percent / LiBr / tetrahydrofuran; CH2Cl2 / 2.5 h / 0 °C 7.1: BuLi; HMPA / tetrahydrofuran; hexane / 1 h / -70 °C 7.2: 85.3 percent / tetrahydrofuran; hexane / 2 h / -70 - 0 °C 8.1: 99.8 percent / sodium naphthalenide / tetrahydrofuran / 1 h / -78 °C 9.1: 93 percent / aq. HCl; air / methanol; hexane / 4 h / 40 °C View Scheme

boron trifluoride diethyl etherate 1) hexane, nitromethane, 10 min, 43 deg C, 2) 2-propanol, RT, 1 h; Yield given. Multistep reaction. Yields of byproduct given;

暂无反应条件数据

1: 990 mg / aq. KOH / 1 h / 80 °C 2: 84 percent / Br2 / CH2Cl2 / 0.08 h / 3 - 5 °C View Scheme

diethyl ether; acetic acid; zinc(II) chloride Behandeln des Reaktionsprodukts mit Ag2O in Aether;