2-甲基-3-丁炔-2-醇合成路线 （共 621 条）
反应条件
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine
T=80°C; Sonogashira Cross-Coupling; 3 h; Inert atmosphere;
参考文献
Son, Myung-Hee; Kim, Ji Young; Lim, Eun Jeong; Baek, Du-Jong; Choi, Kihang; Lee, Jae Kyun; Pae, Ae Nim; Min, Sun-Joon; Cho, Yong Seo
Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 5 p. 1472 - 1476
反应条件
copper (I) iodide; diethylamine; bis-triphenylphosphine-palladium(II) chloride
Sonogashira reaction; 48 h; Heating;
参考文献
Rodriguez, J. Gonzalo; De Los Rios, Cristobal; Lafuente, Antonio
Tetrahedron, 2005 , vol. 61, # 38 p. 9042 - 9051
反应条件
1: 4,4-dimethyl-6-bromothiochromane S-oxide With potassium carbonate; copper(l) iodide; palladium 10 on activated carbon; triphenylphosphine in ethylene glycol dimethyl ether; water
T=20°C; 0.5 h;
2: 2-methyl-but-3-yn-2-ol in ethylene glycol dimethyl ether; water
T=80°C; 5 h;
参考文献
Frigoli, Samuele; Fuganti, Claudio; Malpezzi, Luciana; Serra, Stefano
Organic Process Research and Development, 2005 , vol. 9, # 5 p. 646 - 650
反应条件
1: n-butyl lithium
2: 85 percent / 0.3 mole percent CuCl2 * 2 H2O, 1,8-diazabicyclo<5.4.0>undec-7-ene / acetonitrile / 24 h / 0 °C
View Scheme
参考文献
Godfrey, Jollie D.; Mueller, Richard H.; Sedergran, Thomas C.; Soundarajan, Nachimuthu; Colandrea, Vincent J.
Tetrahedron Letters, 1994 , vol. 35, # 35 p. 6405 - 6408
反应条件
1: 1.) butyllithium / 1.) hexane, THF, -20 deg C, 2 h, 2.) hexane, THF, -50 deg C, 7 h
2: pyridine, 4-dimethylaminopyridine / diethyl ether / 0.83 h
3: 65 percent / AgBF4 / benzene / 2.5 h / 80 °C
4: 92 percent / pyridinium p-toluenesulfonate / ethanol / 4 h / 50 °C
5: 92 percent / trioctylphosphine, carbon tetrabromide / diethyl ether / 0.22 h / 0 °C
6: 1.) butyllithium, 2.) 3-methoxy-3-methylbut-1-ynylcopper
7: 1.) LiAlH4, 2.) PCC, AcONa / 1.) Et2O, 10 min, 2.) dichloromethane, RT, 1 h
8: 62 percent / P2I4 / 0.42 h / 0 °C
View Scheme
参考文献
aRigen Pharmaceuticals, Inc.; SAIMOTO, Hiroyuki; KITA, Kiyoshi; YABU, Yoshisada; YAMAMOTO, Masaichi
Patent: EP2636663 A1, 2013 ;
反应条件
1: 1.) n-butyllithium; 2.) mercurous chloride, cuprous chloride / 1.) hexane, THF, -78 deg C, 1 h; 2.) hexane, THF, -78 deg C --> room temp., then reflux, 5.5 h
2: 1.) EtMgBr / 2.) CuCl / 1.) THF, 50 deg C, 30 min; 2.) THF, 50-55 deg C, 2 h
View Scheme
参考文献
Scott,L.T.; Decicco,G.J.; Huyn,J.L.
Journal of the American Chemical Society, 1985 , vol. 107, p. 6546
反应条件
1: 1.) n-butyllithium; 2.) mercurous chloride, cuprous chloride / 1.) hexane, THF, -78 deg C, 1 h; 2.) hexane, THF, -78 deg C --> room temp., then reflux, 5.5 h
2: 1.) EtMgBr / 2.) CuCl / 1.) THF, 50 deg C, 30 min; 2.) THF, 50-55 deg C, 2 h
3: 80 percent / potassium hydroxide / methanol / 16 h / 0 °C
View Scheme
参考文献
Scott,L.T.; Decicco,G.J.; Huyn,J.L.
Journal of the American Chemical Society, 1985 , vol. 107, p. 6546
反应条件
1: Et3N, <Pd(PPh3)2>Cl2/CuI / Heating
2: 11 percent / LiAlH4 / tetrahydrofuran / 4 h / Ambient temperature
View Scheme
参考文献
Reisch, J.; Nordhaus, P.
Monatshefte fuer Chemie, 1994 , vol. 125, # 2 p. 225 - 231
反应条件
formaldehyd; bis(acetylacetonato) palladium; triethylaluminum; triphenylphosphine in toluene
T=100°C; 6 h; Product distribution;
参考文献
Selimov, F. A.; Rutman, O. G.; Dzhemilev, U. M.
Journal of Organic Chemistry USSR (English Translation), 1983 , vol. 19, p. 1621 - 1624
Zhurnal Organicheskoi Khimii, 1983 , vol. 19, # 9 p. 1853 - 1856
反应条件
trichlorophosphate in chloroform
96 h; Heating;
参考文献
Reisch, Johannes; Dharmaratne, H. Ranjith W.
Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1985 , vol. 40, # 5 p. 636 - 638
