(Z)-4-氧代-7-癸烯醛合成路线 （共 24 条）
反应条件
1: 86 percent / KOH / diethyl ether; tetrahydrofuran; H2O / 1.) reflux, 10h, 2.) room temperature, 36 h. 2: 94 percent / TiCl4 / CH2Cl2 3: 90 percent / KF / methanol; H2O / Ambient temperature View Scheme
参考文献
Matsuda, Isamu; Murata, Shizuaki; Izumi, Yusuke
Journal of Organic Chemistry, 1980 , vol. 45, # 2 p. 237 - 240
反应条件
oxalic acid in water
3 h; Heating;
参考文献
Sato, Toshio; Kawara, Tatsuo; Sakata, Kazumi; Fujisawa, Tamotsu
Bulletin of the Chemical Society of Japan, 1981 , vol. 54, # 2 p. 505 - 508
反应条件
1: 1.) LiNEt2 / 1.) HMPT, benzene, THF, -45 deg C, 1.5 h, 2.) -45 deg C, 30 min; room temp., overnight
2: 10percent aq. HCl / hexamethylphosphoric acid triamide; benzene; tetrahydrofuran / 11.5 h / Heating
3: 1.) O3, 2.) H2, quinoline / 2.) Lindlar catalyst / 1.) MeOH, -60 deg C, 2.) 1 atm
View Scheme
参考文献
Geraghty, Niall W. A.; Morris, Noreen M.
Synthesis, 1989 , # 8 p. 603 - 607
反应条件
1: 88 percent / benzene / 17 h / Heating
2: 1.) LiNEt2 / 1.) HMPT, benzene, THF, -45 deg C, 1.5 h, 2.) -45 deg C, 30 min; room temp., overnight
3: 10percent aq. HCl / hexamethylphosphoric acid triamide; benzene; tetrahydrofuran / 11.5 h / Heating
4: 1.) O3, 2.) H2, quinoline / 2.) Lindlar catalyst / 1.) MeOH, -60 deg C, 2.) 1 atm
View Scheme
参考文献
Geraghty, Niall W. A.; Morris, Noreen M.
Synthesis, 1989 , # 8 p. 603 - 607
反应条件
pyridinium chlorochromate in dichloromethane
1.5 h; Ambient temperature; Yield given;
参考文献
Matsuda, Isamu; Murata, Shizuaki; Izumi, Yusuke
Journal of Organic Chemistry, 1980 , vol. 45, # 2 p. 237 - 240
反应条件
quinoline; hydrogen; ozone; Lindlar's catalyst
1.) MeOH, -60 deg C, 2.) 1 atm; Yield given. Multistep reaction;
参考文献
Geraghty, Niall W. A.; Morris, Noreen M.
Synthesis, 1989 , # 8 p. 603 - 607
反应条件
1: 71 percent / pyridinium chlorochromate, molecular sieves / CH2Cl2 / 36 h / Ambient temperature
2: 93 percent / methanol / 12 h / Ambient temperature
3: 94 percent / lithium aluminium hydride / tetrahydrofuran / 0.33 h / 0 °C
4: 1.) p-toluenesulfonic acid, paraformaldehyde; 2.) BF3*Et2O / 1.) acetone, water, rt, 4 h; 2.) rt, 15 h
View Scheme
参考文献
Rosini, Goffredo; Ballini, Roberto; Petrini, Marino; Sorrenti, Pietro
Tetrahedron, 1984 , vol. 40, # 19 p. 3809 - 3814
反应条件
1: 93 percent / methanol / 12 h / Ambient temperature
2: 94 percent / lithium aluminium hydride / tetrahydrofuran / 0.33 h / 0 °C
3: 1.) p-toluenesulfonic acid, paraformaldehyde; 2.) BF3*Et2O / 1.) acetone, water, rt, 4 h; 2.) rt, 15 h
View Scheme
参考文献
Rosini, Goffredo; Ballini, Roberto; Petrini, Marino; Sorrenti, Pietro
Tetrahedron, 1984 , vol. 40, # 19 p. 3809 - 3814
反应条件
1: 94 percent / lithium aluminium hydride / tetrahydrofuran / 0.33 h / 0 °C
2: 1.) p-toluenesulfonic acid, paraformaldehyde; 2.) BF3*Et2O / 1.) acetone, water, rt, 4 h; 2.) rt, 15 h
View Scheme
参考文献
Rosini, Goffredo; Ballini, Roberto; Petrini, Marino; Sorrenti, Pietro
Tetrahedron, 1984 , vol. 40, # 19 p. 3809 - 3814
反应条件
1: 74 percent / SOCl2, pyridine / diethyl ether / 2 h / Ambient temperature
2: tetrahydrofuran / 2 h / -78 - 20 °C
3: 68 percent / oxalic acid / H2O / 3 h / Heating
View Scheme
参考文献
Sato, Toshio; Kawara, Tatsuo; Sakata, Kazumi; Fujisawa, Tamotsu
Bulletin of the Chemical Society of Japan, 1981 , vol. 54, # 2 p. 505 - 508
