3-羟基-4-甲氧基苯甲醛合成路线 (共 405 条)
反应条件
1: 73 percent / pyridine, iodine monochloride / dioxane / 144 h / Ambient temperature 2: 85 percent / potassium carbonate / acetone / 6 h / Heating 3: 40 percent / cuprous iodide / various solvent(s) / 4 h / 175 °C 4: 87 percent / sodium borohydride / tetrahydrofuran; H2O / 2.5 h / 40 °C View Scheme
参考文献
Markovich; Tantishaiyakul; Hamada; Miller; Romstedt; Shams; Shin; Fraundorfer; Doyle; Feller
Journal of Medicinal Chemistry, 1992 , vol. 35, # 3 p. 466 - 479
反应条件
1: pyridinium p-toluenesulfonate / CH2Cl2 / Ambient temperature 2: Ba(OH)2*8H2O / methanol / 12 h / 40 °C 3: p-TsOH / methanol / 3 h / Ambient temperature View Scheme
参考文献
Sogawa; Nihro; Ueda; Izumi; Miki; Matsumoto; Satoh
Journal of Medicinal Chemistry, 1993 , vol. 36, # 24 p. 3904 - 3909
反应条件
base-catalyzed Claisen-Schmidt reaction;
参考文献
Parmar, V. S.; Sharma, Sunil; Rathore, J. S.; Garg, Meenu; Gupta, Sandhya; et al.
Magnetic Resonance in Chemistry, 1990 , vol. 28, # 5 p. 470 - 474
反应条件
1: 98 percent / K2CO3 / methanol / 5 h / Heating 2: 90 percent / NaBH4 / methanol / 1 h / 20 °C 3: 85 percent / SOCl2 / dioxane / 1 h / 20 °C View Scheme
参考文献
Bhandari, Prabha; Crombie, Leslie; Daniels, Peter; Holden, Ian; Bruggen, Nicholas Van; Whiting, Donald A.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1992 , # 7 p. 839 - 850
反应条件
1: 97 percent / K2CO3 / dimethylformamide / 12 h / 60 °C 2: 99 percent / NaBH4 / methanol / 1 h / 20 °C View Scheme
参考文献
Cook, David C.; Jones, Ronald H.; Kabir, Humayun; Lythgoe, David J.; McFarlane, Ian M.; Pemberton, Clive; Thatcher, Alan A.; Thompson, David M.; Walton, John B.
Organic Process Research and Development, 1998 , vol. 2, # 3 p. 157 - 168
反应条件
1: 98 percent / K2CO3 / methanol / 5 h / Heating 2: 90 percent / NaBH4 / methanol / 1 h / 20 °C 3: 85 percent / SOCl2 / dioxane / 1 h / 20 °C 4: 70 percent / acetonitrile / 24 h / 20 °C View Scheme
参考文献
Nakazato, Atsuro; Ohta, Kohmei; Sekiguchi, Yoshinori; Okuyama, Shigeru; Chaki, Shigeyuki; Kawashima, Yutaka; Hatayama, Katsuo
Journal of Medicinal Chemistry, 1999 , vol. 42, # 6 p. 1076 - 1087
反应条件
1: 69.3 percent / iodine monochloride; pyridine / dioxane / 0 - 20 °C 2: 72.2 percent / K2CO3 / acetone / 6 h / Heating 3: 25.1 percent / N-methyl-2-pyrrolidinone; CuI / 4 h / 175 °C View Scheme
参考文献
Markovich; Tantishaiyakul; Hamada; Miller; Romstedt; Shams; Shin; Fraundorfer; Doyle; Feller
Journal of Medicinal Chemistry, 1992 , vol. 35, # 3 p. 466 - 479
反应条件
1: 69.3 percent / iodine monochloride; pyridine / dioxane / 0 - 20 °C 2: 72.2 percent / K2CO3 / acetone / 6 h / Heating View Scheme
参考文献
Markovich; Tantishaiyakul; Hamada; Miller; Romstedt; Shams; Shin; Fraundorfer; Doyle; Feller
Journal of Medicinal Chemistry, 1992 , vol. 35, # 3 p. 466 - 479
反应条件
1: 98 percent / K2CO3 / acetonitrile 2: NaBH4 / ethanol 3: PBr3 / CH2Cl2 View Scheme
参考文献
Goeschke, Richard; Stutz, Stefan; Heinzelmann, Walter; Maibaum, Juergen
Helvetica Chimica Acta, 2003 , vol. 86, # 8 p. 2848 - 2870
反应条件
1.1: 391.5 g / potassium carbonate / dimethylformamide / 3 h / 100 °C 2.1: 391 g / hydroxylamine hydrochloride; pyridine / methanol / 1 h / Heating 3.1: 349 g / acetic anhydride / 3 h / 110 °C 4.1: 329 g / aq. nitric acid / acetic acid / 8 h / 45 - 50 °C 5.1: FeCl3; hydrazine hydrate / H2O; methanol / 3 h / Heating 5.2: 86 percent / HCl / H2O / 90 - 130 °C 6.1: thionyl chloride / dimethylformamide / 2 h / Heating 6.2: 73 percent / dimethylformamide / 1 h / 100 °C View Scheme
参考文献
Wang, Ji-Quan; Gao, Mingzhang; Miller, Kathy D.; Sledge, George W.; Zheng, Qi-Huang
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 15 p. 4102 - 4106