3-(4-溴苯基)-2-丙炔-1-醇合成路线 （共 16 条）
反应条件
sodium tetrahydroborate; hydrogen; nickel diacetate; ethylenediamine Inert atmosphere;
参考文献
Zhong, Chongmin; Kunii, Shun; Kosaka, Yuki; Sawamura, Masaya; Ito, Hajime
Journal of the American Chemical Society, 2010 , vol. 132, # 33 p. 11440 - 11442
参考文献
Eisai Co., Ltd.
Patent: US6340759 B1, 2002 ;
Location in patent: Example 299 ;
反应条件
manganese(IV) oxide; potassium hydroxide in diethyl ether T=20°C; 0.5 h;
参考文献
Bumagin, N. A.; Ponomarev, A. B.; Beletskaya, I. P.
Doklady Chemistry, 1985 , vol. 283, p. 212 - 214
Dokl. Akad. Nauk SSSR Ser. Khim., 1985 , vol. 283, # 3 p. 630 - 633
参考文献
Rhone-Poulenc Rorer Pharmaceuticals Inc.
Patent: US5455260 A1, 1995 ;
US 5455260 A
反应条件
1: 4-bromo-1-iodobenzene With piperidine; copper(l) iodide; bis (triortho-tolylphosphine)palladium(II) chloride in toluene
T=20°C; 0.0333333 h; Inert atmosphere;
2: propargyl alcohol in toluene
T=35°C; Sonogashira coupling; Inert atmosphere;
参考文献
Kleinbeck, Florian; Toste, F. Dean
Journal of the American Chemical Society, 2009 , vol. 131, # 26 p. 9178 - 9179
反应条件
1: 1,1-dibromo-2-(4-bromophenyl)ethene With lithium diisopropyl amide in tetrahydrofuran
T=-78°C; 2 h;
2: formaldehyd in tetrahydrofuran
T=-78 - 20°C; 3 h;
参考文献
NOVO NORDISK A/S
Patent: WO2005/105725 A1, 2005 ;
Location in patent: Page/Page column 42 ;
WO 2005/105725 A1
反应条件
copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran
T=0 - 50°C; 5 h;
参考文献
NOVO NORDISK A/S
Patent: WO2007/71766 A2, 2007 ;
Location in patent: Page/Page column 65 ;
WO 2007/071766 A2
反应条件
Pd(PPh3)4 in triethylamine
参考文献
Wang, Zhaoqing; Delaney, William; Tehim, Ashok; Maddaford, Shawn; Egle, Ian; Schumacher, Richard; Hopper, Allen T.
Patent: US2003/176489 A1, 2003 ;
US 20030176489 A1
反应条件
triethanolamine in N,N-dimethyl-formamide
参考文献
Aventis Pharma S.A.
Patent: US6479476 B1, 2002 ;
反应条件
Dowex.(R). 50W in methanol
T=20°C; 1 h;
参考文献
Senel, Petr; Tichotova, Lucie; Votruba, Ivan; Buchta, Vladimir; Spulak, Marcel; Kunes, Jiri; Nobilis, Milan; Krenk, Ondrej; Pour, Milan
Bioorganic and Medicinal Chemistry, 2010 , vol. 18, # 5 p. 1988 - 2000
