2-(4-甲基苯基)-1-丙醇合成路线 (共 24 条)
反应条件
1: 1.) Mg / 1.) ether, 2a.) -75 deg C, 2b.) 20 deg C
2: 88 percent / pyridine, 4-(dimethylamino)pyridine / CH2Cl2 / 48 h / 20 °C
3: 38 percent / Li/NH3(liquid) / diethyl ether / 3 h / excess Li
View Scheme
参考文献
Ghosh, Subrata; Pardo, Simon N.; Salomon, Robert G.
Journal of Organic Chemistry, 1982 , vol. 47, # 24 p. 4692 - 4702
反应条件
1.1: LDA / tetrahydrofuran / -78 °C
1.2: HMPA / tetrahydrofuran / -78 °C
2.1: LiAlH4 / diethyl ether / 20 °C
View Scheme
参考文献
Chounan, Yukiyasu; Ono, Yasuo; Nishii, Shinji; Kitahara, Haruo; Ito, Shoei; Yamamoto, Yoshinori
Tetrahedron, 2000 , vol. 56, # 18 p. 2821 - 2831
反应条件
1: 77 percent / 60percent HClO4 / diethyl ether / 1 h
2: 97 percent / LiAlH4 / diethyl ether
View Scheme
参考文献
Bokel, H. H.; Hoppmann, A.; Weyerstahl, P.
Tetrahedron, 1980 , vol. 36, # 5 p. 651 - 654
反应条件
1: 1.) NaH / 1.) DMSO, 25 deg C, 2.) DMSO, 35 deg C
2: 77 percent / 60percent HClO4 / diethyl ether / 1 h
3: 97 percent / LiAlH4 / diethyl ether
View Scheme
参考文献
Bokel, H. H.; Hoppmann, A.; Weyerstahl, P.
Tetrahedron, 1980 , vol. 36, # 5 p. 651 - 654
反应条件
1: 65 percent / diethyl ether / -78 °C
2: 85 percent / Et3N, DMAP
3: 1.) Li/NH3, 2.) NH4Cl
View Scheme
参考文献
Pardo, Simon N.; Ghosh, Subrata; Salomon, Robert G.
Tetrahedron Letters, 1981 , vol. 22, # 20 p. 1885 - 1888
反应条件
1: 99.3 percent / diethyl ether / 1 h / Heating
2: 96.4 percent / 2percent aq. sulfuric acid / 1.33 h / Heating
3: 1.) tetrahydrofuran-borane, 2.) 12percent sodium hydroxide, 30percent hydrogen peroxide / 1.) 0 - 5 deg C, 3 h, 2.) -5 - 0 deg C, 30 min, 3.) RT, 1 h
View Scheme
参考文献
Matsumoto; Ishida; Yoshida; Terao; Takeda; Asakawa
Chemical and Pharmaceutical Bulletin, 1992 , vol. 40, # 7 p. 1721 - 1726
反应条件
aluminium trichloride
0.5 h;
参考文献
Inoue, Masashi; Chano, Keizo; Itoh, Osamu; Sugita, Toshio; Ichikawa, Katsuhiko
Bulletin of the Chemical Society of Japan, 1980 , vol. 53, # 2 p. 458 - 463
反应条件
1.1: diethyl ether / 3.5 h / 0 - 20 °C / Inert atmosphere
1.2: Cooling with ice
2.1: toluene-4-sulfonic acid; hydroquinone / benzene / Reflux; Azeotropic water removal
3.1: dimethylsulfide borane complex / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere
3.2: 1 h / 20 - 40 °C
3.3: 20 - 30 °C
View Scheme
参考文献
Serra, Stefano
Tetrahedron Asymmetry, 2011 , vol. 22, # 6 p. 619 - 628
反应条件
ammonia; lithium; ammonium chloride
参考文献
Pardo, Simon N.; Ghosh, Subrata; Salomon, Robert G.
Tetrahedron Letters, 1981 , vol. 22, # 20 p. 1885 - 1888
反应条件
lithium aluminium tetrahydride
参考文献
Pritzkow, Wilhelm; Thomas, Gerda; Willecke, Lothar
Journal fuer Praktische Chemie (Leipzig), 1985 , vol. 327, # 5 p. 847 - 851