2-(萘-2-基)-2-丙胺合成路线 (共 11 条)
反应条件
1: in tetrahydrofuran; diethyl ether
T=100°C; Double Grignard addition; 0.166667 h; Microwave irradiation;
2: With titanium(IV) isopropylate in tetrahydrofuran; diethyl ether
T=50°C; Double Grignard addition; 1 h; Microwave irradiation;
参考文献
Wang, Ruifang; Gregg, Brian T.; Zhang, Wei; Golden, Kathryn C.; Quinn, John F.; Cui, Peng; Tymoshenko, Dmytro O.
Tetrahedron Letters, 2009 , vol. 50, # 50 p. 7070 - 7073
反应条件
lithium aluminium tetrahydride in diethyl ether
0.5 h; Ambient temperature; Yield given;
参考文献
Melnick, Michael; Reich, Siegfried H.; Lewis, Kathy K.; Mitchell Jr., Lennert J.; Nguyen, Dzuy; Trippe, Anthony J.; Dawson, Heather; Davies II, Jay F.; Appelt, Krzysztof; Wu, Bor-Wen; Musick, Linda; Gehlhaar, Dan K.; Webber, Stephanie; Shetty, Bhasker; Kosa, Maha; Kahil, Deborah; Andrada, Dominic
Journal of Medicinal Chemistry, 1996 , vol. 39, # 14 p. 2795 - 2811
反应条件
1: NaN3, trifluoroacetic acid / CHCl3 / 17 h / Ambient temperature
2: LiAlH4 / diethyl ether / 0.5 h / Ambient temperature
View Scheme
参考文献
Melnick, Michael; Reich, Siegfried H.; Lewis, Kathy K.; Mitchell Jr., Lennert J.; Nguyen, Dzuy; Trippe, Anthony J.; Dawson, Heather; Davies II, Jay F.; Appelt, Krzysztof; Wu, Bor-Wen; Musick, Linda; Gehlhaar, Dan K.; Webber, Stephanie; Shetty, Bhasker; Kosa, Maha; Kahil, Deborah; Andrada, Dominic
Journal of Medicinal Chemistry, 1996 , vol. 39, # 14 p. 2795 - 2811
反应条件
1: 15 g / diethyl ether / 0.75 h / Heating
2: NaN3, trifluoroacetic acid / CHCl3 / 17 h / Ambient temperature
3: LiAlH4 / diethyl ether / 0.5 h / Ambient temperature
View Scheme
参考文献
Melnick, Michael; Reich, Siegfried H.; Lewis, Kathy K.; Mitchell Jr., Lennert J.; Nguyen, Dzuy; Trippe, Anthony J.; Dawson, Heather; Davies II, Jay F.; Appelt, Krzysztof; Wu, Bor-Wen; Musick, Linda; Gehlhaar, Dan K.; Webber, Stephanie; Shetty, Bhasker; Kosa, Maha; Kahil, Deborah; Andrada, Dominic
Journal of Medicinal Chemistry, 1996 , vol. 39, # 14 p. 2795 - 2811
反应条件
1.1: KOH / ethanol / Heating
2.1: SOCl2 / Heating
3.1: 2.12 g / sodium azide; tetrabutylammonium bromide / CH2Cl2; H2O / 2 h / 0 °C
4.1: toluene / 4 h / Heating
5.1: 1.28 g / aqueous HCl / 1.5 h / Heating
6.1: 89 percent / diethyl ether / 9 h / Heating
7.1: 9,10-dicyanoanthracene; biphenyl / acetonitrile / 1.5 h / Irradiation
7.2: 78 percent / silica gel / hexane; diethyl ether
View Scheme
参考文献
Armesto, Diego; Caballero, Olga; Ortiz, Maria J.; Agarrabeitia, Antonia R.; Martin-Fontecha, Mar; Torres, M. Rosario
Journal of Organic Chemistry, 2003 , vol. 68, # 17 p. 6661 - 6671
反应条件
1.1: 2.12 g / sodium azide; tetrabutylammonium bromide / CH2Cl2; H2O / 2 h / 0 °C
2.1: toluene / 4 h / Heating
3.1: 1.28 g / aqueous HCl / 1.5 h / Heating
4.1: 89 percent / diethyl ether / 9 h / Heating
5.1: 9,10-dicyanoanthracene; biphenyl / acetonitrile / 1.5 h / Irradiation
5.2: 78 percent / silica gel / hexane; diethyl ether
View Scheme
参考文献
Armesto, Diego; Caballero, Olga; Ortiz, Maria J.; Agarrabeitia, Antonia R.; Martin-Fontecha, Mar; Torres, M. Rosario
Journal of Organic Chemistry, 2003 , vol. 68, # 17 p. 6661 - 6671
反应条件
1.1: SOCl2 / Heating
2.1: 2.12 g / sodium azide; tetrabutylammonium bromide / CH2Cl2; H2O / 2 h / 0 °C
3.1: toluene / 4 h / Heating
4.1: 1.28 g / aqueous HCl / 1.5 h / Heating
5.1: 89 percent / diethyl ether / 9 h / Heating
6.1: 9,10-dicyanoanthracene; biphenyl / acetonitrile / 1.5 h / Irradiation
6.2: 78 percent / silica gel / hexane; diethyl ether
View Scheme
参考文献
Armesto, Diego; Caballero, Olga; Ortiz, Maria J.; Agarrabeitia, Antonia R.; Martin-Fontecha, Mar; Torres, M. Rosario
Journal of Organic Chemistry, 2003 , vol. 68, # 17 p. 6661 - 6671
反应条件
1.1: 89 percent / diethyl ether / 9 h / Heating
2.1: 9,10-dicyanoanthracene; biphenyl / acetonitrile / 1.5 h / Irradiation
2.2: 78 percent / silica gel / hexane; diethyl ether
View Scheme
参考文献
Armesto, Diego; Caballero, Olga; Ortiz, Maria J.; Agarrabeitia, Antonia R.; Martin-Fontecha, Mar; Torres, M. Rosario
Journal of Organic Chemistry, 2003 , vol. 68, # 17 p. 6661 - 6671
反应条件
1.1: 1.28 g / aqueous HCl / 1.5 h / Heating
2.1: 89 percent / diethyl ether / 9 h / Heating
3.1: 9,10-dicyanoanthracene; biphenyl / acetonitrile / 1.5 h / Irradiation
3.2: 78 percent / silica gel / hexane; diethyl ether
View Scheme
参考文献
Armesto, Diego; Caballero, Olga; Ortiz, Maria J.; Agarrabeitia, Antonia R.; Martin-Fontecha, Mar; Torres, M. Rosario
Journal of Organic Chemistry, 2003 , vol. 68, # 17 p. 6661 - 6671
反应条件
1.1: toluene / 4 h / Heating
2.1: 1.28 g / aqueous HCl / 1.5 h / Heating
3.1: 89 percent / diethyl ether / 9 h / Heating
4.1: 9,10-dicyanoanthracene; biphenyl / acetonitrile / 1.5 h / Irradiation
4.2: 78 percent / silica gel / hexane; diethyl ether
View Scheme
参考文献
Armesto, Diego; Caballero, Olga; Ortiz, Maria J.; Agarrabeitia, Antonia R.; Martin-Fontecha, Mar; Torres, M. Rosario
Journal of Organic Chemistry, 2003 , vol. 68, # 17 p. 6661 - 6671