苯基(2-甲基-1-丙烯基)甲酮合成路线 (共 92 条)
参考文献
Taylor
Journal of the Chemical Society, 1958 , p. 3922
Full Text Show Details
Matsumoto et al.
Journal of Organic Chemistry, 1958 , vol. 23, p. 106
参考文献
Kohler
American Chemical Journal, 1909 , vol. 42, p. 393
参考文献
Colonge; Chambion
Bulletin de la Societe Chimique de France, 1947 , p. 1006,1007
反应条件
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C
1.2: 2 h / 20 °C
2.1: sodium tetrahydroborate / ethanol / 0 - 20 °C
3.1: potassium hydroxide / ethanol; water / 14 h / 80 °C
4.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h / 20 °C
4.2: 80 °C
5.1: hydrogenchloride / diethyl ether; water; ethyl acetate / 20 °C
View Scheme
参考文献
Yoshida, Masato; Mori, Akira; Kotani, Etsuo; Oka, Masahiro; Makino, Haruhiko; Fujita, Hisashi; Ban, Junko; Ikeda, Yukihiro; Kawamoto, Tomohiro; Goto, Mika; Kimura, Hiroyuki; Baba, Atsuo; Yasuma, Tsuneo
Journal of Medicinal Chemistry, 2011 , vol. 54, # 5 p. 1430 - 1440
反应条件
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C
1.2: 2 h / 20 °C
2.1: sodium tetrahydroborate / ethanol / 0 - 20 °C
3.1: CHIRALCEL OD / Resolution of racemate
4.1: potassium hydroxide / ethanol; water / 12 h / 90 °C
5.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 1 h / 20 °C
6.1: triethylamine / toluene / 3 h / 70 °C
View Scheme
参考文献
Yoshida, Masato; Mori, Akira; Kotani, Etsuo; Oka, Masahiro; Makino, Haruhiko; Fujita, Hisashi; Ban, Junko; Ikeda, Yukihiro; Kawamoto, Tomohiro; Goto, Mika; Kimura, Hiroyuki; Baba, Atsuo; Yasuma, Tsuneo
Journal of Medicinal Chemistry, 2011 , vol. 54, # 5 p. 1430 - 1440
反应条件
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C
1.2: 2 h / 20 °C
2.1: sodium tetrahydroborate / ethanol / 0 - 20 °C
3.1: CHIRALCEL OD / Resolution of racemate
4.1: potassium hydroxide / ethanol; water / 12 h / 90 °C
5.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 1 h / 20 °C
6.1: triethylamine / toluene / 3 h / 70 °C
View Scheme
参考文献
Yoshida, Masato; Mori, Akira; Kotani, Etsuo; Oka, Masahiro; Makino, Haruhiko; Fujita, Hisashi; Ban, Junko; Ikeda, Yukihiro; Kawamoto, Tomohiro; Goto, Mika; Kimura, Hiroyuki; Baba, Atsuo; Yasuma, Tsuneo
Journal of Medicinal Chemistry, 2011 , vol. 54, # 5 p. 1430 - 1440
反应条件
1: 57 percent / 1.) -23 deg C, 5.25 h, 2.) room temperature, 45 min
2: 90 percent / Raney nickel / ethanol / 20 h / 90 °C
View Scheme
参考文献
Fleming, Ian; Henning, Rolf; Parker, David C.; Plaut, Howard E.; Sanderson, Philip E. J.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1995 , # 4 p. 317 - 338
反应条件
hydrogen; nickel
Yield given. Multistep reaction;
参考文献
Fleming, Ian; Henning, Rolf; Plaut, Howard
Journal of the Chemical Society, Chemical Communications, 1984 , # 1 p. 29 - 31
反应条件
1: 2) H2 / 2) Ni
2: 74 percent / HBF4*Et2O / CH2Cl2 / 2 h / Ambient temperature
View Scheme
参考文献
Fleming, Ian; Henning, Rolf; Parker, David C.; Plaut, Howard E.; Sanderson, Philip E. J.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1995 , # 4 p. 317 - 338
参考文献
Posner, Gary H.; Wang, Dasong; Gonzalez, Lluisa; Tao, Xueliang; Cumming, Jared N.; Klinedinst, Donna; Shapiro, Theresa A.
Tetrahedron Letters, 1996 , vol. 37, # 6 p. 815 - 818