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乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
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乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
6-溴藜芦醛
合成路线
（共 90 条）
5392-10-9
6-溴藜芦醛
→
反应条件
1131-62-0
3,4-二甲氧基苯乙酮
反应条件
1: 100 percent / diethyl ether; tetrahydrofuran / 1 h / Heating 2: 65 percent / Jones reagent / acetone / 4 °C 3: Cu powder / 0.25 h / 230 - 240 °C View Scheme
参考文献
Mahendar, Lodi; Satyanarayana, Gedu
Journal of Organic Chemistry, 2014 , vol. 79, # 5 p. 2059 - 2074
5392-10-9
6-溴藜芦醛
→
反应条件
32156-25-5
反应条件
1: NH4OAc / acetic acid 2: LiAlH4 View Scheme
参考文献
Barfknecht; Nichols
Journal of medicinal chemistry, 1971 , vol. 14, # 4 p. 370 - 372
5392-10-9
6-溴藜芦醛
→
反应条件
4790-08-3
5,6-二羟基-2-吲哚甲酸
反应条件
1: copper(l) iodide; caesium carbonate / dimethyl sulfoxide / 80 °C 2: water; sodium hydroxide / ethanol / 20 °C 3: boron tribromide / dichloromethane / -78 - 20 °C View Scheme
参考文献
ACS Medicinal Chemistry Letters, , vol. 3, # 7 p. 550 - 554
5392-10-9
6-溴藜芦醛
→
反应条件
17356-77-3
反应条件
1.1: potassium tert-butylate / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 1.2: 16 h / -78 - 20 °C 2.1: copper(l) iodide; potassium carbonate; N-methyl-2-(methylamino)ethylamine / 1,4-dioxane / 18 h / 90 °C / Inert atmosphere 2.2: 16 h / 70 °C View Scheme
参考文献
Ball, Catherine J.; Gilmore, Jeremy; Willis, Michael C.
Angewandte Chemie - International Edition, 2012 , vol. 51, # 23 p. 5718 - 5722
5392-10-9
6-溴藜芦醛
→
反应条件
179107-93-8
反应条件
1: sulfuric acid / 6 h / 90 °C / |Inert atmosphere; |Large scale 2: ethanol / 4 h / |Reflux; |Large scale 3: sodium hydroxide; sodium tetrahydroborate / water / 1 h / 20 °C / |Large scale View Scheme
参考文献
Czollner, Laszlo; Frantsits, Werner; Kueenburg, Bernhard; Hedenig, Ursula; Froehlich, Johannes; Jordis, Ulrich
Tetrahedron Letters, 1998 , vol. 39, # 15 p. 2087 - 2088
5392-10-9
6-溴藜芦醛
→
反应条件
126434-73-9
5,6-二羟基-1-甲基-1H-吲哚-2-羧酸
反应条件
1: copper(l) iodide; caesium carbonate / dimethyl sulfoxide / 80 °C 2: sodium hydride / tetrahydrofuran / 20 °C 3: lithium hydroxide hydrate / ethanol / 50 °C 4: boron tribromide / dichloromethane / -15 - 20 °C View Scheme
参考文献
ACS Medicinal Chemistry Letters, , vol. 3, # 7 p. 550 - 554
5392-10-9
6-溴藜芦醛
→
反应条件
510-77-0
加兰他敏
反应条件
1.1: sulfuric acid / 6 h / 90 °C / |Inert atmosphere; |Large scale 2.1: ethanol / 4 h / |Reflux; |Large scale 3.1: sodium hydroxide; sodium tetrahydroborate / water / 1 h / 20 °C / |Large scale 4.1: formic acid / 1,4-dioxane; N,N-dimethyl-formamide / 10 h / |Reflux; |Large scale 5.1: potassium hexacyanoferrate(III); potassium carbonate / toluene / 1 h / 50 - 60 °C / |Large scale 6.1: toluene-4-sulfonic acid / toluene / |Reflux; |Large scale 7.1: lithium aluminium tetrahydride; hydrogen / tetrahydrofuran / 3 h / 60 - 65 °C / |Inert atmosphere; |Large scale 7.2: 0.25 h / |Large scale 7.3: 0.33 h / 60 °C / pH < 1 / |Large scale View Scheme
参考文献
Organic Process Research and Development, , vol. 3, # 6 p. 425 - 431
2999-46-4
异氰基乙酸乙酯
+
5392-10-9
6-溴藜芦醛
→
反应条件
16382-18-6
5,6-二甲氧基吲哚-2-甲酸乙酯
反应条件
copper(l) iodide; caesium carbonate in dimethyl sulfoxide T=50°C; 4 h; Inert atmosphere;
参考文献
Cai, Qian; Li, Zhengqiu; Wei, Jiajia; Ha, Chengyong; Pei, Duanqing; Ding, Ke
Chemical Communications, 2009 , # 48 p. 7581 - 7583
5392-10-9
6-溴藜芦醛
+
623-33-6
甘氨酸乙酯盐酸盐
→
反应条件
16382-18-6
5,6-二甲氧基吲哚-2-甲酸乙酯
反应条件
copper(I) oxide; caesium carbonate in 1-methyl-pyrrolidin-2-one T=100°C; 16 h; Inert atmosphereSealed tube;
参考文献
Zhu, Zhiqiang; Yuan, Jiangjun; Zhou, Yirong; Qin, Yang; Xu, Jingshi; Peng, Yiyuan
European Journal of Organic Chemistry, 2014 , vol. 2014, # 3 p. 511 - 514
1906-82-7
+
5392-10-9
6-溴藜芦醛
→
反应条件
16382-18-6
5,6-二甲氧基吲哚-2-甲酸乙酯
反应条件
copper(l) iodide; caesium carbonate in dimethyl sulfoxide T=80°C; 16 h; Inert atmosphere;
参考文献
Koenig, Stefan G.; Dankwardt, John W.; Liu, Yanbing; Zhao, Hang; Singh, Surendra P.
Tetrahedron Letters, 2010 , vol. 51, # 50 p. 6549 - 6551
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