3-(O-甲苯基)丙-1-醇合成路线 (共 11 条)
反应条件
pyridinium chlorochromate in dichloromethane T=0°C; 4 h;
参考文献
Houjeiry, Tania I.; Poe, Sarah L.; McQuade, D. Tyler
Organic Letters, 2012 , vol. 14, # 17 p. 4394 - 4397
反应条件
lithium aluminium tetrahydride in tetrahydrofuran
T=-78 - 20°C; 6 h;
参考文献
Hodgson, David M.; Ying, Kit Chung; Nuzzo, Irene; Freixas, Gloria; Kulikiewicz, Krystyna K.; Cleator, Ed; Paris, Jean-Marc
Journal of the American Chemical Society, 2007 , vol. 129, # 14 p. 4456 - 4462
反应条件
1: With hydrogen; Rh/Al2O3 in tetrahydrofuran
P=2585.81 Torr; 6 h;
2: With lithium aluminium tetrahydride in tetrahydrofuran
T=0°C; 14 h;
3: With water in tetrahydrofuran; diethyl ether
参考文献
Allergan, Inc.
Patent: US2008/255239 A1, 2008 ;
Location in patent: Page/Page column 36 ;
US 20080255239 A1
反应条件
sodium hydroxide; sodium hydrogencarbonate in tetrahydrofuran; water
参考文献
Ayerst, McKeena and Harrison, Inc.
Patent: US4408077 A1, 1983 ;
反应条件
lithium aluminium tetrahydride in tetrahydrofuran
T=80°C; 5 h; Cooling with iceInert atmosphere;
参考文献
Houjeiry, Tania I.; Poe, Sarah L.; McQuade, D. Tyler
Organic Letters, 2012 , vol. 14, # 17 p. 4394 - 4397
反应条件
1: 1-bromo-2-[3-(methoxymethoxy)propyl]benzene With n-butyllithium in tetrahydrofuran; hexane
T=-78°C; 0.666667 h;
2: phosphorochloridothioic acid,O,O-dimethyl ester in tetrahydrofuran; hexane
T=-78 - 20°C; 4 h;
3: With hydrogenchloride in tetrahydrofuran; hexane
Further stages.;
参考文献
Ribeiro, Nigel; Maeda, Jin; Ishida, Yasuhiro; Kobayashi, Yuka; Saigo, Kazuhiko
Chemistry Letters, 2007 , vol. 36, # 12 p. 1412 - 1413
反应条件
diisobutylaluminium hydride in diethyl ether; toluene
T=-78°C;
参考文献
Carroll, F. Ivy; Melvin, Matt S.; Nuckols, Michel C.; Mascarella, S. Wayne; Navarro, Hernan A.; Thomas, James B.
Journal of Medicinal Chemistry, 2006 , vol. 49, # 5 p. 1781 - 1791
反应条件
1: (i) aq. KOH, (ii) (decarboxylation)
2: LiAlH4 / diethyl ether
View Scheme
参考文献
Stipanovic,B.; Pines,H.
Journal of Organic Chemistry, 1969 , vol. 34, p. 2106 - 2113
反应条件
1: (i) Na, benzene, (ii) /BRN= 636333/
2: (i) aq. KOH, (ii) (decarboxylation)
3: LiAlH4 / diethyl ether
View Scheme
参考文献
Stipanovic,B.; Pines,H.
Journal of Organic Chemistry, 1969 , vol. 34, p. 2106 - 2113
反应条件
1: glacial acetic acid; HBr / 100 °C
2: ethanol; aqueous potassium cyanide solution / eintaegiges Behandeln des Reaktionsprodukts mit aethanol. Kalilauge
4: AlCl3; petroleum ether
View Scheme
参考文献
Harvey; Heilbron; Wilkinson
Journal of the Chemical Society, 1930 , p. 423,429