4-乙炔-4-羟基l-1-环己酮 乙烯 乙缩醛合成路线 （共 8 条）
反应条件
methanol; potassium carbonate
T=20°C; 2 h;
参考文献
Toray Industries, Inc.; YOSHIDA, Chihiro; NAKAO, Kaoru
Patent: EP2554541 A1, 2013 ;
Location in patent: Paragraph 0327-0330 ;
反应条件
1: trimethylsilylacetylene With n-butyllithium in tetrahydrofuran; hexane
T=-76°C; 1 h;
2: 1,4-cyclohexanedione monoacetal in tetrahydrofuran; hexane
T=-74°C; 2 h;
3: With potassium carbonate in methanol
T=20°C; 2 h;
参考文献
Toray Industries, Inc.; NAKAO, Kaoru; MIYAMOTO, Yohei; YAMADA, Naohiro
Patent: EP2565184 A1, 2013 ;
Location in patent: Paragraph 0334-0336 ;
反应条件
diazoacetic acid ethyl ester in 1,4-dioxane
T=20°C; Addition;
参考文献
Conde, Jose J.; Mendelson, Wilford
Tetrahedron Letters, 2000 , vol. 41, # 6 p. 811 - 814
反应条件
1: acetylene With n-propyl-magnesium bromide in tetrahydrofuran
T=0°C; 1.5 h;
2: 1,4-cyclohexanedione monoacetal in tetrahydrofuran
T=20°C; 3.5 h; Further stages.;
参考文献
Pouwer, Rebecca H.; Schill, Heiko; Williams, Craig M.; Bernhardt, Paul V.
European Journal of Organic Chemistry, 2007 , # 28 p. 4699 - 4705
反应条件
in tetrahydrofuran
T=0 - 20°C; 2 h; Inert atmosphere;
参考文献
Hiller, Christine; Kling, Ralf C.; Heinemann, Frank W.; Meyer, Karsten; Huebner, Harald; Gmeiner, Peter
Journal of Medicinal Chemistry, 2013 , vol. 56, # 12 p. 5130 - 5141
反应条件
1: trimethylsilylacetylene With lithium hexamethyldisilazane in tetrahydrofuran
T=-10°C; Metallation; 0.5 h;
2: 1,4-cyclohexanedione monoacetal in tetrahydrofuran
T=-10°C; Addition; 3 h; Further stages.;
参考文献
Allan, Graham; Carnell, Andrew J.; Hernandez, Maria Luisa Escudero; Pettman, Alan
Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 20 p. 3382 - 3388
反应条件
1: 1.) LDA / 1.) THF
2: Heating
3: 95 percent / n-BuLi / tetrahydrofuran / 0.7 h / -45 up to -35 deg C
View Scheme
参考文献
Satoh, Tsuyoshi; Hayashi, Yasumasa; Yamakawa, Koji
Bulletin of the Chemical Society of Japan, 1991 , vol. 64, # 7 p. 2153 - 2158
反应条件
in tetrahydrofuran
T=0 - 20°C; Inert atmosphereSchlenk technique;
参考文献
Semba, Kazuhiko; Fujihara, Tetsuaki; Terao, Jun; Tsuji, Yasushi
Angewandte Chemie - International Edition, 2013 , vol. 52, # 47 p. 12400 - 12403
Angew. Chem., 2013 , vol. 125, # 47 p. 12626 - 12629,4
