[3,7-二甲基-9-(2,6,6-三甲基-1-环己烯基)壬-2,4,6,8-四烯基]乙酸酯合成路线 (共 22 条)
反应条件
1: SeO2, salicylic acid, tert-butyl hydroperoxide / CH2Cl2 / 27 h / Ambient temperature 2: PDC / CH2Cl2 / 10 h / Ambient temperature 3: 1.) n-BuLi / 1.) THF, -78 deg C, 2 h, 2.) THF, -78 deg C, 3 h 4: 94 percent / SOCl2, pyridine / benzene / 16 h / Ambient temperature 5: 91 percent / MeOK / toluene / 2 h / Ambient temperature 6: 1.) MeOK / 1.) cyclohexane, 38 deg C, 2 h View Scheme
参考文献
Otera; Misawa; Onishi; et al.
Journal of Organic Chemistry, 1986 , vol. 51, # 20 p. 3834 - 3838
反应条件
1: 1.) n-BuLi / 1.) THF, -78 deg C, 2 h, 2.) THF, -78 deg C, 3 h 2: 94 percent / SOCl2, pyridine / benzene / 16 h / Ambient temperature 3: 91 percent / MeOK / toluene / 2 h / Ambient temperature 4: 1.) MeOK / 1.) cyclohexane, 38 deg C, 2 h View Scheme
参考文献
Otera; Misawa; Onishi; et al.
Journal of Organic Chemistry, 1986 , vol. 51, # 20 p. 3834 - 3838
反应条件
potassium methanolate in cyclohexane T=38°C; 2 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Otera; Misawa; Onishi; et al.
Journal of Organic Chemistry, 1986 , vol. 51, # 20 p. 3834 - 3838
反应条件
1: PDC / CH2Cl2 / 10 h / Ambient temperature 2: 1.) n-BuLi / 1.) THF, -78 deg C, 2 h, 2.) THF, -78 deg C, 3 h 3: 94 percent / SOCl2, pyridine / benzene / 16 h / Ambient temperature 4: 91 percent / MeOK / toluene / 2 h / Ambient temperature 5: 1.) MeOK / 1.) cyclohexane, 38 deg C, 2 h View Scheme
参考文献
Otera; Misawa; Onishi; et al.
Journal of Organic Chemistry, 1986 , vol. 51, # 20 p. 3834 - 3838
反应条件
1: 1.) n-BuLi / 1.) THF, -78 deg C, 2 h, 2.) THF, -78 deg C, 3 h 2: 94 percent / SOCl2, pyridine / benzene / 16 h / Ambient temperature 3: 91 percent / MeOK / toluene / 2 h / Ambient temperature 4: 1.) MeOK / 1.) cyclohexane, 38 deg C, 2 h View Scheme
参考文献
Otera; Misawa; Onishi; et al.
Journal of Organic Chemistry, 1986 , vol. 51, # 20 p. 3834 - 3838
反应条件
1: 94 percent / SOCl2, pyridine / benzene / 16 h / Ambient temperature 2: 91 percent / MeOK / toluene / 2 h / Ambient temperature 3: 1.) MeOK / 1.) cyclohexane, 38 deg C, 2 h View Scheme
参考文献
Otera; Misawa; Onishi; et al.
Journal of Organic Chemistry, 1986 , vol. 51, # 20 p. 3834 - 3838
反应条件
1: 91 percent / MeOK / toluene / 2 h / Ambient temperature 2: 1.) MeOK / 1.) cyclohexane, 38 deg C, 2 h View Scheme
参考文献
Otera; Misawa; Onishi; et al.
Journal of Organic Chemistry, 1986 , vol. 51, # 20 p. 3834 - 3838
反应条件
1.1: LiAlH4 / diethyl ether / 16 h / 20 °C 2.1: 89.5 percent / 2,4,6-collidine / 48 h / 20 °C 3.1: PBr3 / diethyl ether / 1 h / -20 - 20 °C 3.2: DBU / acetonitrile / 1 h / 20 °C View Scheme
参考文献
Wroblewski, Andrzej E.; Verkade, John G.
Journal of Organic Chemistry, 2002 , vol. 67, # 2 p. 420 - 425
参考文献
Robeson; Baxter
Journal of the American Chemical Society, 1947 , vol. 69, p. 136,140
反应条件
1: n-BuLi / tetrahydrofuran / 5 h / -78 °C 2: p-toluenesulfonic acid / CH2Cl2 3: MeOK / cyclohexane / 2 h / 38 °C 4: Et3N / hexane View Scheme
参考文献
Otera, Junzo; Misawa, Hiromitsu; Mandai, Tadakatsu; Onishi, Takashi; Suzuki, Shigeaki; Fujita, Yoshiji
Chemistry Letters, 1985 , p. 1883 - 1886