1,3-二溴-2-(甲氧基甲氧基)苯合成路线 (共 10 条)
反应条件
sodium hydride in tetrahydrofuran; methyl acetate T=0 - 20°C; 2 h;
参考文献
Takagi, Akira; Ikawa, Takashi; Kurita, Yurio; Saito, Kozumo; Azechi, Kenji; Egi, Masahiro; Itoh, Yuji; Tokiwa, Hiroaki; Kita, Yasuyuki; Akai, Shuji
Tetrahedron, 2013 , vol. 69, # 21 p. 4338 - 4352
反应条件
1: diisopropylamine; N-bromosuccinmide / dichloromethane / 20 °C / |Inert atmosphere 2: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / |Inert atmosphere View Scheme
参考文献
Aitken, Harry R. M.; Furkert, Daniel P.; Hubert, Jonathan G.; Wood, James M.; Brimble, Margaret A.
Organic and Biomolecular Chemistry, 2013 , vol. 11, # 31 p. 5147 - 5155
反应条件
toluene-4-sulfonic acid in chloroform Etherification; 120 h; Heating;
参考文献
Edwards, Peter G.; Paisey, Stephen J.; Tooze, Robert P.
Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 18 p. 3122 - 3128
反应条件
1: 1,3-dibromo-2-(methoxymethoxy)benzene With tert.-butyl lithium in tetrahydrofuran; pentane T=-78°C; 1.5 h; 2: carbon dioxide in tetrahydrofuran; pentane T=-78°C; 1.5 h; 3: With hydrogenchloride in tetrahydrofuran; pentane T=20°C;
参考文献
Lau, Stephen Y.W.; Keay, Brian A.
Canadian Journal of Chemistry, 2001 , vol. 79, # 11 p. 1541 - 1545
反应条件
1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / |Inert atmosphere 1.2: -78 - 20 °C / |Inert atmosphere 2.1: sodium iodide; chloro-trimethyl-silane / acetonitrile / 0 - 20 °C View Scheme
参考文献
Takagi, Akira; Ikawa, Takashi; Kurita, Yurio; Saito, Kozumo; Azechi, Kenji; Egi, Masahiro; Itoh, Yuji; Tokiwa, Hiroaki; Kita, Yasuyuki; Akai, Shuji
Tetrahedron, 2013 , vol. 69, # 21 p. 4338 - 4352
反应条件
1.1: 78 percent / t-BuLi / diethyl ether; pentane / 1 h / -78 - 20 °C
2.1: t-BuLi / tetrahydrofuran; pentane / 1.5 h / -78 °C
2.2: tetrahydrofuran; pentane / 1.5 h / -78 °C
2.3: 67 percent / 6M HCl / tetrahydrofuran; pentane / 20 °C
View Scheme
参考文献
Lau, Stephen Y.W.; Keay, Brian A.
Canadian Journal of Chemistry, 2001 , vol. 79, # 11 p. 1541 - 1545
反应条件
1: Suzuki coupling;
2: With hydrogenchloride in 1,4-dioxane
Further stages.;
参考文献
Morgan, David H.; Schwikkard, Sianne L.; Dixon, John T.; Nair, Jerald J.; Hunter, Roger
Advanced Synthesis and Catalysis, 2003 , vol. 345, # 8 p. 939 - 942
反应条件
1: Suzuki coupling;
2: With hydrogenchloride in 1,4-dioxane
Further stages.;
参考文献
Morgan, David H.; Schwikkard, Sianne L.; Dixon, John T.; Nair, Jerald J.; Hunter, Roger
Advanced Synthesis and Catalysis, 2003 , vol. 345, # 8 p. 939 - 942
反应条件
1.1: n-BuLi / tetrahydrofuran / 0.17 h / -78 °C
1.2: 67 percent / tetrahydrofuran / -78 - 25 °C
2.1: 100 percent / tetrahydrofuran / 0.17 h / -78 °C
3.1: 93 percent / o-iodoxybenzoic acid; DMSO / tetrahydrofuran / 4 h / 25 °C
4.1: KO-t-Bu / tetrahydrofuran / 0.25 h / 0 °C
4.2: 92 percent / tetrahydrofuran / 6 h / 0 °C
5.1: 99 percent / aq. HCl / methanol; CH2Cl2 / 12 h / 25 °C
6.1: 90 percent / K2CO3 / acetone / 3 h / Heating
7.1: 73 percent / meta-chloroperoxybenzoic acid; NaHCO3 / CH2Cl2 / 6 h / 25 °C
8.1: 52 percent / KO-t-Bu / dimethylformamide / -57 °C
View Scheme
参考文献
Nicolaou; Snyder, Scott A.; Huang, Xianhai; Simonsen, Klaus B.; Koumbis, Alexandros E.; Bigot, Antony
Journal of the American Chemical Society, 2004 , vol. 126, # 32 p. 10162 - 10173
反应条件
1.1: 88 percent / t-BuLi / diethyl ether; pentane / 1 h / -78 - 20 °C
2.1: t-BuLi / tetrahydrofuran; pentane / 1.5 h / -78 °C
2.2: tetrahydrofuran; pentane / 1.5 h / -78 °C
2.3: 91 percent / 6M HCl / tetrahydrofuran; pentane / 20 °C
View Scheme
参考文献
Lau, Stephen Y.W.; Keay, Brian A.
Canadian Journal of Chemistry, 2001 , vol. 79, # 11 p. 1541 - 1545