3,5-二甲氧基苯甲酸甲酯合成路线 （共 80 条）
反应条件
1: (i) LiAlH4, (ii) PBr3
2: ethanol
3: (i) NaOH, MeOH, (ii) /BRN= 102415/
4: LiAlH4
5: PBr3
View Scheme
参考文献
Bhati,A.
Tetrahedron, 1962 , vol. 18, p. 1519 - 1526
反应条件
1: (i) NaH, DMSO, (ii) /BRN= 2693126/, THF
2: (i) NaH, DMSO, (ii) /BRN= 1738614/
3: Zn-Hg, aq. HCl / toluene / Heating
View Scheme
参考文献
Cannon,J.R. et al.
Australian Journal of Chemistry, 1973 , vol. 26, p. 799 - 808
反应条件
1: 98 percent / lithium aluminum hydride / diethyl ether / Heating
2: 79 percent / carbon tetrachloride; triphenyl phosphine
3: 95 percent / methanol
View Scheme
参考文献
Yamaguchi, Seiji; Nedachi, Masahiro; Maekawa, Mikiko; Murayama, Yohei; Miyazawa, Masahiro; Hirai, Yoshiro
Journal of Heterocyclic Chemistry, 2006 , vol. 43, # 1 p. 29 - 41
反应条件
1: (i) LiAlH4, (ii) PBr3
2: ethanol
3: (i) NaOH, MeOH, (ii) /BRN= 102415/
4: LiAlH4
View Scheme
参考文献
Bhati,A.
Tetrahedron, 1962 , vol. 18, p. 1519 - 1526
反应条件
1: LiAlH4 / tetrahydrofuran / 4 h / 20 °C
2: N-bromosuccinimide / CHCl3 / 20 °C
View Scheme
参考文献
Rama Rao; Chakraborty; Joshi
Tetrahedron Letters, 1992 , vol. 33, # 28 p. 4045 - 4048
反应条件
1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo-[2.2.2]octane bis(tetrafluoroborate) in acetonitrile
T=0 - 20°C;
参考文献
Chivikas Connolly, Cleo J.; Deur, Christopher James; Hamby, James Marino; Hoyer, Denton Wade; Limberakis, Chris; Reed, Jessica Elizabeth; Schroeder, Mel Conrad; Taylor, Clarke
Patent: US2004/19210 A1, 2004 ;
Location in patent: Page 13 ;
US 20040019210 A1
反应条件
1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo-[2.2.2]octane bis(tetrafluoroborate) in acetonitrile
T=0 - 20°C;
参考文献
IRM LLC
Patent: WO2008/8747 A1, 2008 ;
Location in patent: Page/Page column 38 ;
WO 2008/008747 A1
反应条件
1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo-[2.2.2]octane bis(tetrafluoroborate) in acetonitrile
T=0 - 20°C;
参考文献
Chivikas Connolly, Cleo J.; Deur, Christopher James; Hamby, James Marino; Hoyer, Denton Wade; Limberakis, Chris; Reed, Jessica Elizabeth; Schroeder, Mel Conrad; Taylor, Clarke
Patent: US2004/19210 A1, 2004 ;
Location in patent: Page 13 ;
US 20040019210 A1
反应条件
1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo-[2.2.2]octane bis(tetrafluoroborate) in acetonitrile
T=0 - 20°C;
参考文献
IRM LLC
Patent: WO2008/8747 A1, 2008 ;
Location in patent: Page/Page column 38 ;
WO 2008/008747 A1
反应条件
1.1: lithium aluminium tetrahydride / diethyl ether / 1 h / 0 °C
2.1: pyridinium chlorochromate / dichloromethane / 20 °C
3.1: potassium tert-butylate / diethyl ether / 2 h / 20 °C
3.2: 0 - 20 °C
4.1: trichlorophosphate / 8.5 h / 0 - 20 °C
5.1: boron tribromide / dichloromethane / 1.08 h / 0 °C / Inert atmosphere
6.1: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / water; tert-butyl alcohol
7.1: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 1.5 h
8.1: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 1 h / 20 °C
9.1: Grubb's 2nd generation catalyst / dichloromethane / 6 h / 40 °C
10.1: hydrogenchloride; water / tetrahydrofuran / 20 h
View Scheme
参考文献
Jana, Nandan; Nanda, Samik
European Journal of Organic Chemistry, 2012 , # 23 p. 4313 - 4320
