1,4-二(溴甲基)苯 合成路线 (共 136 条)
反应条件
1: 18-crown-6 / acetonitrile / 16 h / Ambient temperature
2: 1) Zn, BrCH2CH2Br, 3) CuCN, LiCl / 1) THF, 5 deg C, 3 h, 2) THF, -75 to -20 deg C, 3) THF, -70 deg C to RT, 14 h
3: 96 percent / K2CO3, MeOH / 1 h / Ambient temperature
4: 80 percent / pyridine / CH2Cl2 / 3 h / 0 °C
View Scheme
参考文献
Isaacs, Lyle; Haldimann, Richard F.; Diederich, Francois
Angewandte Chemie, 1994 , vol. 106, # 22 p. 2434 - 2437
反应条件
1: 3 h / 80 - 90 °C
2: KI, aq. benzyltrimethylammonium hydroxide / dioxane / 6 h / Ambient temperature
3: 60 percent / 1 N aq. HCl / diethyl ether / 2 h / Ambient temperature
4: 43 percent / tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) RT, overnight
5: 40 percent
6: 84 percent / 6 N aq. HCl / 4 h / Heating
View Scheme
参考文献
Garbay-Jaureguiberry; McCort-Tranchepain; Barbe; Ficheux; Roques
Tetrahedron Asymmetry, 1992 , vol. 3, # 5 p. 637 - 650
参考文献
Baciocchi, Enrico; Mattioli, Mario; Romano, Roberta; Ruzziconi, Renzo
Journal of Organic Chemistry, 1991 , vol. 56, # 25 p. 7154 - 7160
→
反应条件
283-80-7 四环[14.2.2.24,7.210,13]二十四碳-4,6,10,12,16,18,19,21,23-九烯
反应条件
sodium; tetraphenylethylene in tetrahydrofuran; toluene
Heating;
参考文献
Rathore, Rajendra; Chebny, Vincent J.; Abdelwahed, Samen H.
Journal of the American Chemical Society, 2005 , vol. 127, # 22 p. 8012 - 8013
→
反应条件
283-80-7 四环[14.2.2.24,7.210,13]二十四碳-4,6,10,12,16,18,19,21,23-九烯 +
反应条件
sodium; tetraphenylethylene in tetrahydrofuran
96 h; Heating;
参考文献
Schmidbaur, Hubert; Hager, Rudolf; Huber, Brigitte; Mueller, Gerhard
Chemische Berichte, 1988 , vol. 121, p. 1341 - 1344
→
反应条件
283-80-7 四环[14.2.2.24,7.210,13]二十四碳-4,6,10,12,16,18,19,21,23-九烯 +
反应条件
samarium diiodide in tetrahydrofuran
1 h; Ambient temperature; Further byproducts given;
参考文献
Takahashi, Senji; Mori, Nobuo
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991 , # 8 p. 2029 - 2032
→
反应条件
283-80-7 四环[14.2.2.24,7.210,13]二十四碳-4,6,10,12,16,18,19,21,23-九烯 +
反应条件
tetraphenylethylene in tetrahydrofuran
Heating; Yield given. Yields of byproduct given;
参考文献
Voegtle, Fritz; Kissener, Wolfram
Chemische Berichte, 1984 , vol. 117, # 7 p. 2538 - 2541
→
反应条件
283-80-7 四环[14.2.2.24,7.210,13]二十四碳-4,6,10,12,16,18,19,21,23-九烯 +
反应条件
samarium diiodide in tetrahydrofuran
1 h; Ambient temperature; Further byproducts given;
参考文献
Takahashi, Senji; Mori, Nobuo
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991 , # 8 p. 2029 - 2032
反应条件
tetrabutylammomium bromide; sodium hydroxide in dichloromethane; water
T=20°C; 3 h;
参考文献
Sahu, Krishnendu B.; Ghosh, Soma; Banerjee, Maitreyee; Maity, Arindam; Mondal, Shyamal; Paira, Rupankar; Saha, Pritam; Naskar, Subhendu; Hazra, Abhijit; Banerjee, Sukdeb; Samanta, Amalesh; Mondal, Nirup B.
Medicinal Chemistry Research, 2013 , vol. 22, # 1 p. 94 - 104
反应条件
in tetrahydrofuran
0.5 h; Heating; Yield given;
参考文献
Ashton, Peter R.; Calcagno, Patrizia; Spencer, Neil; Harris, Kenneth D. M.; Philp, Douglas
Organic Letters, 2000 , vol. 2, # 10 p. 1365 - 1368