p-toluenesulfonic acid monohydrate in ethylene glycol; benzene

toluene-4-sulfonic acid in benzene Heating;

in ethylene glycol; toluene

1: 28 percent 2: 87 percent View Scheme

1: 56 percent 2: 28 percent 3: 87 percent View Scheme

暂无反应条件数据

2: p-toluenesulfonic acid / acetone / 1 h / Ambient temperature 3: 1,5-diazabicyclo<4.3.0>non-5-ene (DBN) / methanol / 0.5 h View Scheme

1: 3-(1,3-dioxolane-2-yl)-thiophene; methyl iodide With n-butyllithium in tetrahydrofuran; hexane 1.5 h; 2: methyl iodide T=-70 - 20°C; 3: With hydrogenchloride in tetrahydrofuran; water T=20°C; 1 h;

2: p-toluenesulfonic acid / acetone / 1 h / Ambient temperature 3: 1,5-diazabicyclo<4.3.0>non-5-ene (DBN) / methanol / 0.5 h 4: LiAlH4 / diethyl ether / 3 h / Ambient temperature 5: 13.10 g / pyridinium chlorochromate / CH2Cl2 / 2 h / Ambient temperature 6: 4.08 g / p-toluenesulfonic acid, methyl orthoformate / toluene / 45 - 50 °C 8: concd. NH4OH / acetone / 1.5 h 9: 2.10 g / p-toluenesulfonic acid / acetone / 1 h / Ambient temperature 10: 1.) HCl, 2b.) 4 A sieves / 1.) methanol, 10 min, 2a.) 24 h, 2b.) 6 d 11: 1.) NaCNBH3, 2.) concd. HCl / 1.) MeOH, 48 h, 2.) THF, reflux, 45 min View Scheme

N-chloro-succinimide; n-butyllithium; sulfur dioxide Yield givenMultistep reaction;