2-溴-1,4-二甲氧基-3-甲基-萘合成路线 （共 17 条）
反应条件
1: 1.) n-BuLi / 1.) THF/hexane; 2.) THF, 1 h, -78 deg C; 1 h, RT 2: 88 percent / silver(II) dipicolinate / benzene; H2O / 12 h / Ambient temperature View Scheme
参考文献
Kloc, Krystian; Mlochowski, Jacek; Syper, Ludwik; Mordarski, Marian
Journal fuer Praktische Chemie (Leipzig), 1986 , vol. 328, # 3 p. 419 - 429
反应条件
1: 58 percent / n-BuLi / diethyl ether / 1.) 0 deg , 10 min; 1 h, 2.) 0 deg C, 30 min 2: 2.) THF, 0-5 deg C, 10 min, sonication 3: 86 percent / cerium ammonium nitrate, Adogen / acetonitrile; H2O; hexane / 0.5 h View Scheme
参考文献
Garcias, Xavier; Ballester, Pablo; Capo, Magdalena; Saa, Jose M.
Journal of Organic Chemistry, 1994 , vol. 59, # 17 p. 5093 - 5096
反应条件
1.1: n-BuLi / tetrahydrofuran / -78 °C 1.2: B(OMe)3 / tetrahydrofuran / -78 - 20 °C 2.1: 100 percent / aq. Na2CO3 / Pd(PPh3)4 / 1,2-dimethoxy-ethane; ethanol / 42 h / Heating 3.1: 81 percent / aq. CAN / acetonitrile / 0.08 h / 20 °C 4.1: 82 percent / t-BuOK / dimethylformamide / 0.17 h / 80 °C / Irradiation View Scheme
参考文献
Pathak, Rakhi; Vandayar, Kantharuby; Van Otterlo, Willem A. L.; Michael, Joseph P.; Fernandes, Manuel A.; De Koning, Charles B.
Organic and Biomolecular Chemistry, 2004 , vol. 2, # 23 p. 3504 - 3509
反应条件
Yield given. Multistep reaction;
参考文献
Syper, L.; Kloc, K.; Mlochowski, J.
Tetrahedron, 1980 , vol. 36, # 1 p. 123 - 129
反应条件
1.1: n-BuLi / tetrahydrofuran / -78 °C 1.2: B(OMe)3 / tetrahydrofuran / -78 - 20 °C 2.1: 100 percent / aq. Na2CO3 / Pd(PPh3)4 / 1,2-dimethoxy-ethane; ethanol / 42 h / Heating 3.1: 87 percent / t-BuOK / dimethylformamide / 80 °C / Irradiation View Scheme
参考文献
Pathak, Rakhi; Vandayar, Kantharuby; Van Otterlo, Willem A. L.; Michael, Joseph P.; Fernandes, Manuel A.; De Koning, Charles B.
Organic and Biomolecular Chemistry, 2004 , vol. 2, # 23 p. 3504 - 3509
反应条件
bromine in dichloromethane
T=0 - 20°C; 3 h;
参考文献
Bachmann, Daniel G.; Wittwer, Christopher C.; Gillingham, Dennis G.
Advanced Synthesis and Catalysis, 2013 , vol. 355, # 18 p. 3703 - 3707
反应条件
1: 3-bromo-2-methyl-1,4-naphthoquinone With potassium hydroxide; sodium dithionite; tetra-(n-butyl)ammonium iodide in tetrahydrofuran; water
T=20°C;
2: dimethyl sulfate in tetrahydrofuran; water
T=20°C; 18 h;
参考文献
Payne, Richard J.; Daines, Alison M.; Clark, Bruce M.; Abell, Andrew D.
Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 22 p. 5785 - 5791
反应条件
1: H2 / Pd/C / methanol
2: NaOH / methanol
3: 95 percent / NBS / CH2Cl2 / 0.5 h / 20 °C
View Scheme
参考文献
Jung, Young-Sik; Joe, Bo-Young; Cho, Sung Ju; Konishi, Yasuo
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 4 p. 1125 - 1129
反应条件
potassium hydroxide
1 h; Heating;
参考文献
Pathak, Rakhi; Vandayar, Kantharuby; Van Otterlo, Willem A. L.; Michael, Joseph P.; Fernandes, Manuel A.; De Koning, Charles B.
Organic and Biomolecular Chemistry, 2004 , vol. 2, # 23 p. 3504 - 3509
反应条件
1: 98 percent / SnCl2*2H2O; aq. HCl / ethanol
2: 88 percent / aq. KOH / 1 h / Heating
View Scheme
参考文献
Pathak, Rakhi; Vandayar, Kantharuby; Van Otterlo, Willem A. L.; Michael, Joseph P.; Fernandes, Manuel A.; De Koning, Charles B.
Organic and Biomolecular Chemistry, 2004 , vol. 2, # 23 p. 3504 - 3509
