α-(三甲基硅氧基)苯乙腈合成路线 (共 67 条)
反应条件
1: HCl (gas) 2: Ph3P, CBr4 / CH2Cl2 / 0 - 20 °C View Scheme
参考文献
Dhanoa; Bagley; Chang; Lotti; Chen; Kivlighn; Zingaro; Siegl; Chakravarty; Patchett; Greenlee
Journal of Medicinal Chemistry, 1993 , vol. 36, # 23 p. 3738 - 3742
反应条件
1: 2-phenyl-2-(trimethylsilyloxy)ethanenitrile With n-butyllithium; diisopropylamine in tetrahydrofuran; hexane
T=-78°C; 1 h; Inert atmosphere;
2: 1-chloro-3-methyl-2-butene in tetrahydrofuran; hexane
T=-78 - 20°C; 5 h; Inert atmosphere;
参考文献
Arpin, Patrice; Hill, Bryan; Larouche-Gauthier, Robin; Spino, Claude
Canadian Journal of Chemistry, 2013 , vol. 91, # 12 p. 1193 - 1201
反应条件
lithium diisopropyl amide in tetrahydrofuran; hexane
2 h; Ambient temperature;
参考文献
Rawal; Singh; Dufour; Michoud
Journal of Organic Chemistry, 1993 , vol. 58, # 27 p. 7718 - 7727
反应条件
magnesium
1.) ether, 2.) ether, CH2Cl2, 2 h; Yield given. Multistep reaction;
参考文献
Haugen, Christian M.; Bergmark, William R.; Whitten, David G.
Journal of the American Chemical Society, 1992 , vol. 114, # 26 p. 10293 - 10297
反应条件
sulfuric acid; d-N,a-dimethylphenethylamine
1.) CH2Cl2, ether, 2 h, 2.) CH2Cl2, ether, overnight; Yield given. Multistep reaction;
参考文献
Bergmark, William R.; Dewan, Charlotte; Whitten, David G.
Journal of the American Chemical Society, 1992 , vol. 114, # 23 p. 8810 - 8812
反应条件
diethyl ether
4 h; Reflux;
参考文献
Lee, Hyeon-Kyu; Kang, Soyeong; Choi, Eun Bok
Journal of Organic Chemistry, 2012 , vol. 77, # 12 p. 5454 - 5460
反应条件
1: diisopropylamin, n-butyllithium (15 percent) / hexane; tetrahydrofuran / 1 h / -78 °C
2: tetrabutylammoniumfluorid-hydrat / hexane; tetrahydrofuran; CH2Cl2 / 2 h / Ambient temperature
View Scheme
参考文献
Klose, Walter; Schwarz, Katica
Journal of Heterocyclic Chemistry, 1985 , vol. 22, p. 669 - 671
反应条件
(i) LDA, THF, Et2O, (ii) /BRN= 1900420/, (iii) (hydrolysis); Multistep reaction;
参考文献
Deuchert,K. et al.
Chemische Berichte, 1979 , vol. 112, p. 2045 - 2061
反应条件
magnesium
1.) ether, 2.) RT, 2 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Krepski, Larry R.; Heilmann, Steven M.; Rasmussen, Jerald K.
Tetrahedron Letters, 1983 , vol. 24, # 38 p. 4075 - 4078
反应条件
4-(N,N-dimethlyamino)pyridine in acetonitrile
T=20°C; 12 h;
参考文献
Poisson, Thomas; Dalla, Vincent; Papamicael, Cyril; Dupas, Georges; Marsais, Francis; Levacher, Vincent
Synlett, 2007 , # 3 p. 381 - 386