6-甲氧基-alpha-甲基-2-萘乙醛合成路线 （共 35 条）
反应条件
1: With LDBBA in tetrahydrofuran
T=0°C; Inert atmosphere;
2: With water; sodium hydroxide in tetrahydrofuran
0.5 h;
参考文献
Friest, Jacob A.; Maezato, Yukari; Broussy, Sylvain; Blum, Paul; Berkowitz, David B.
Journal of the American Chemical Society, 2010 , vol. 132, # 17 p. 5930 - 5931
反应条件
[κ2-{3-iPr2P-2-O-indene}Rh(COD)]; hydrogen in tetrahydrofuran
T=45°C; P=51716.2 Torr; 12 h; regioselective reaction;
参考文献
Uh, Yoon-Seo; Boyd, Alaina; Little, Vanessa R.; Jessop, Philip G.; Hesp, Kevin D.; Cipot-Wechsler, Judy; Stradiotto, Mark; McDonald, Robert
Journal of Organometallic Chemistry, 2010 , vol. 695, # 15-16 p. 1869 - 1872
参考文献
Koch Industries, Inc.
Patent: US5286902 A1, 1994 ;
反应条件
iodine; silver(l) oxide in 1,4-dioxane; water
24 h; Ambient temperature;
参考文献
Kikuchi, Haruhiko; Kogure, Katsura; Toyoda, Masashi
Chemistry Letters, 1984 , p. 341 - 344
反应条件
tetrahydrofuran; sodium hydroxide
Erwaermen des Reaktionsprodukts mit wss.HCl;
参考文献
Storck; Schulenberg
Journal of the American Chemical Society, 1956 , vol. 78, p. 250
Journal of the American Chemical Society, 1962 , vol. 84, p. 284,290
反应条件
1: 68.6 percent / tetrakis(triphenylphosphine)palladium / tetrahydrofuran / -78 deg C,then RT, 5 days
2: H2 / tris(allyl)rhodium, αα-TREDIP / CH2Cl2 / 48 h
View Scheme
参考文献
Brown, John M.; Cook, Stephen J.; Khan, Riaz
Tetrahedron, 1986 , vol. 42, # 18 p. 5105 - 5110
反应条件
1: 1.) 2-methyl-2-propyllithium, 2.) I2 / 1.) pentane, THF, -78 deg C, 1 h, 2.) THF, RT, 72 h
2: 68.6 percent / tetrakis(triphenylphosphine)palladium / tetrahydrofuran / -78 deg C,then RT, 5 days
3: H2 / tris(allyl)rhodium, αα-TREDIP / CH2Cl2 / 48 h
View Scheme
参考文献
Brown, John M.; Cook, Stephen J.; Khan, Riaz
Tetrahedron, 1986 , vol. 42, # 18 p. 5105 - 5110
反应条件
diisobutylaluminium hydride in diethyl ether; hexane
T=-78°C;
参考文献
Galletti, Paola; Emer, Enrico; Gucciardo, Gabriele; Quintavalla, Arianna; Pori, Matteo; Giacomini, Daria
Organic and Biomolecular Chemistry, 2010 , vol. 8, # 18 p. 4117 - 4123
反应条件
1: potassium tert-butylate
2: aq.-ethanolic NaOH; THF / Erwaermen des Reaktionsprodukts mit wss.HCl
View Scheme
参考文献
Storck; Schulenberg
Journal of the American Chemical Society, 1956 , vol. 78, p. 250
Journal of the American Chemical Society, 1962 , vol. 84, p. 284,290
反应条件
1: 99 percent / KOH / H2O; ethanol / 5 h / 100 °C
2: 1) LDA / 1) hexane, THF, 0 deg C, 30 min, 2) HMPA, -78 deg C -> 0 deg C, 1 h
3: 1) Mg / 1) diethyl ether, 2) rt, 2 h
4: BF3*Et2O / CH2Cl2 / 0.5 h / -78 °C
5: 87 percent / MnO2 / various solvent(s) / 36 h / 180 °C
6: 53 percent / DDQ / benzene / 4.7 h / Heating
7: 1) 10 M BH3*SMe2, 2) 10percent aq. NaOH, 30percent aq. H2O2 / 1) THF, 0 deg C, 1 h, 2) rt, 6 h
8: 94 percent / oxalyl chloride, DMSO, NEt3 / CH2Cl2 / -78 °C
View Scheme
参考文献
Shishido, Kozo; Yamashita, Akitake; Hiroya, Kou; Fukumoto, Keiichiro
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , p. 469 - 475
