2-乙酰基-1,4,5,6-四氢吡啶,2-乙酰基-1,4,5,6-四氢吡啶,1-(1,4,5,6-四氢-2-吡啶)-乙酮合成路线 （共 16 条）
→
25343-57-12-乙酰基-1,4,5,6-四氢吡啶,2-乙酰基-1,4,5,6-四氢吡啶,1-(1,4,5,6-四氢-2-吡啶)-乙酮
反应条件
potassium hydroxide in water; dimethyl sulfoxide
T=45°C; 1 h;
参考文献
Harrison, Tyler J.; Dake, Gregory R.
Journal of Organic Chemistry, 2005 , vol. 70, # 26 p. 10872 - 10874
→
25343-57-12-乙酰基-1,4,5,6-四氢吡啶,2-乙酰基-1,4,5,6-四氢吡啶,1-(1,4,5,6-四氢-2-吡啶)-乙酮
反应条件
hydrogenchloride in dichloromethane
24 h; Ambient temperature;
参考文献
De Kimpe, Norbert; Stevens, Christian
Tetrahedron, 1995 , vol. 51, # 8 p. 2387 - 2402
→
25343-57-12-乙酰基-1,4,5,6-四氢吡啶,2-乙酰基-1,4,5,6-四氢吡啶,1-(1,4,5,6-四氢-2-吡啶)-乙酮
反应条件
1: 72 percent / p-toluenesulfonic acid / benzene / 1.5 h / 65 °C
2: 66 percent / KOH / H2O; dimethylsulfoxide / 1 h / 45 °C
View Scheme
参考文献
Harrison, Tyler J.; Dake, Gregory R.
Journal of Organic Chemistry, 2005 , vol. 70, # 26 p. 10872 - 10874
→
25343-57-12-乙酰基-1,4,5,6-四氢吡啶,2-乙酰基-1,4,5,6-四氢吡啶,1-(1,4,5,6-四氢-2-吡啶)-乙酮
反应条件
1.1: 83 percent / 4-dimethylaminopyridine / acetonitrile / 2 h / 20 °C
2.1: tert-butyllithium / tetrahydrofuran / 0.67 h / -78 - 0 °C
2.2: 88 percent / tetrahydrofuran / 1 h / -78 °C
3.1: 72 percent / p-toluenesulfonic acid / benzene / 1.5 h / 65 °C
4.1: 66 percent / KOH / H2O; dimethylsulfoxide / 1 h / 45 °C
View Scheme
参考文献
Harrison, Tyler J.; Dake, Gregory R.
Journal of Organic Chemistry, 2005 , vol. 70, # 26 p. 10872 - 10874
→
25343-57-12-乙酰基-1,4,5,6-四氢吡啶,2-乙酰基-1,4,5,6-四氢吡啶,1-(1,4,5,6-四氢-2-吡啶)-乙酮
反应条件
1.1: tert-butyllithium / tetrahydrofuran / 0.67 h / -78 - 0 °C
1.2: 88 percent / tetrahydrofuran / 1 h / -78 °C
2.1: 72 percent / p-toluenesulfonic acid / benzene / 1.5 h / 65 °C
3.1: 66 percent / KOH / H2O; dimethylsulfoxide / 1 h / 45 °C
View Scheme
参考文献
Harrison, Tyler J.; Dake, Gregory R.
Journal of Organic Chemistry, 2005 , vol. 70, # 26 p. 10872 - 10874
→
25343-57-12-乙酰基-1,4,5,6-四氢吡啶,2-乙酰基-1,4,5,6-四氢吡啶,1-(1,4,5,6-四氢-2-吡啶)-乙酮
反应条件
1: H2O / 1 h / Ambient temperature
2: 1) t-BuOCl, 2) Et3N / 1) Et2O, 1 h, r.t., 2) overnight
View Scheme
参考文献
Kimpe, Norbert De; Stevens, Christian
Journal of Organic Chemistry, 1993 , vol. 58, # 10 p. 2904 - 2906
→
25343-57-12-乙酰基-1,4,5,6-四氢吡啶,2-乙酰基-1,4,5,6-四氢吡啶,1-(1,4,5,6-四氢-2-吡啶)-乙酮
参考文献
RIJKSUNIVERSITEIT GENT, Faculteit van de Landbouwwetenschappen, Laboratorium voor Organische Scheikunde
Patent: EP436481 A1, 1991 ;
→
25343-57-12-乙酰基-1,4,5,6-四氢吡啶,2-乙酰基-1,4,5,6-四氢吡啶,1-(1,4,5,6-四氢-2-吡啶)-乙酮
反应条件
1: 98 percent / NaN3 / dimethylsulfoxide / 0.2 h / microwave irradiation
2: 95 percent / Ph3P / dimethylsulfoxide / 0.25 h / microwave irradiation
3: aq. HCl / CH2Cl2 / 24 h
View Scheme
参考文献
Singh, Pradeep N.D.; Klima, Rodney F.; Muthukrishnan, Sivaramakrishnan; Murthy, Rajesh S.; Sankaranarayanan, Jagadis; Stahlecker, Heidi M.; Patel, Bhavika; Gudmundsdottir, Anna D.
Tetrahedron Letters, 2005 , vol. 46, # 24 p. 4213 - 4217
→
25343-57-12-乙酰基-1,4,5,6-四氢吡啶,2-乙酰基-1,4,5,6-四氢吡啶,1-(1,4,5,6-四氢-2-吡啶)-乙酮
反应条件
hydrogenchloride in dichloromethane
24 h;
参考文献
Singh, Pradeep N.D.; Klima, Rodney F.; Muthukrishnan, Sivaramakrishnan; Murthy, Rajesh S.; Sankaranarayanan, Jagadis; Stahlecker, Heidi M.; Patel, Bhavika; Gudmundsdottir, Anna D.
Tetrahedron Letters, 2005 , vol. 46, # 24 p. 4213 - 4217
→
25343-57-12-乙酰基-1,4,5,6-四氢吡啶,2-乙酰基-1,4,5,6-四氢吡啶,1-(1,4,5,6-四氢-2-吡啶)-乙酮
反应条件
sodium hydrogensulfite
T=130°C; 0.333333 h;
参考文献
Adams, An; Tehrani, Kourosch Abbaspour; Kersiene, Milda; De Kimpe, Norbert
Journal of Agricultural and Food Chemistry, 2004 , vol. 52, # 18 p. 5685 - 5693
