(4-氰基苄基)亚磷酸二乙酯合成路线 （共 10 条）
反应条件
1.1: 15-crown-5; NaH / tetrahydrofuran / 20 °C 1.2: tetrahydrofuran / 20 °C 2.1: 70 percent / H2 / Pd/C / methanol; tetrahydrofuran / 20 °C View Scheme
参考文献
Imamura, Shinichi; Ichikawa, Takashi; Nishikawa, Youichi; Kanzaki, Naoyuki; Takashima, Katsunori; Niwa, Shinichi; Iizawa, Yuji; Baba, Masanori; Sugihara, Yoshihiro
Journal of Medicinal Chemistry, 2006 , vol. 49, # 9 p. 2784 - 2793
反应条件
potassium tert-butylate in tetrahydrofuran
参考文献
Detert, Heiner; Sugiono, Erli; Kruse, Gabriele
Journal of Physical Organic Chemistry, 2002 , vol. 15, # 9 p. 638 - 641
反应条件
1: 4-cyano-benzyl-phosphonic acid diethyl ester With sodium hydride in tetrahydrofuran T=20°C; Wadsworth-Emmons reaction; 0.5 h; Inert atmosphere; 2: [4-cyanophenyl]methanone in tetrahydrofuran T=65°C; Wadsworth-Emmons reaction; Inert atmosphere;
参考文献
Yao, Yishan; Shen, Wenting; Nohra, Brigitte; Lescop, Christophe; Reau, Regis
Chemistry - A European Journal, 2010 , vol. 16, # 24 p. 7143 - 7163
反应条件
potassium hydroxide in N,N-dimethyl-formamide Yield given;
参考文献
Erckel, R.; Fruehbeis, H.
Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1982 , vol. 37, # 11 p. 1472 - 1480
反应条件
1: 4-cyano-benzyl-phosphonic acid diethyl ester With sodium methylate in N,N-dimethyl-formamide T=0°C; 2: benzaldehyde in N,N-dimethyl-formamide T=20°C; Wittig-Horner reaction; Further stages.;
参考文献
Singh, Anil K.; Kanvah, Sriram
Journal of the Chemical Society. Perkin Transactions 2, 2001 , # 3 p. 395 - 401
反应条件
platinum
Hydrogenation;
参考文献
Kagan et al.
Journal of the American Chemical Society, 1959 , vol. 81, p. 3026,3029
反应条件
1: 4-cyano-benzyl-phosphonic acid diethyl ester With lithium diisopropyl amide in tetrahydrofuran; cyclohexane
T=-78°C;
2: 4-n-dodecyloxybenzaldehyde in tetrahydrofuran; cyclohexane
T=20°C; Horner-Emmons reaction;
参考文献
NORTHWESTERN UNIVERSITY
Patent: WO2005/56499 A2, 2005 ;
Location in patent: Page/Page column 10 ;
反应条件
1: 4-cyano-benzyl-phosphonic acid diethyl ester With lithium diisopropyl amide in tetrahydrofuran; hexane
T=-78 - 0°C;
2: 4-(Hexyloxy)benzaldehyde in tetrahydrofuran; hexane
T=20°C;
参考文献
Nishizawa, Takeshi; Lim, Hady Kesuma; Tajima, Keisuke; Hashimoto, Kazuhito
Journal of the American Chemical Society, 2009 , vol. 131, # 7 p. 2464 - 2465
反应条件
2-amino-9-fluorenone; sodium hydride in dimethyl sulfoxide
参考文献
Bergmann,E.D.; Solomonovici,A.
Synthesis, 1970 , p. 183 - 189
