(E)-3-甲基戊-2-烯-4-炔-1-醇合成路线 (共 30 条)
反应条件
potassium carbonate in methanol T=40°C; 5 h;
参考文献
Roush, William R.; Brown, Bradley B.
Journal of the American Chemical Society, 1993 , vol. 115, # 6 p. 2268 - 2278
反应条件
acid Allylic Rearrangement;
参考文献
EP1167331 A2, ;
Scheme 2 ;
反应条件
P(MeNCH2CH2)3N in dimethyl sulfoxide T=80°C; desilylation; 36 h;
参考文献
Yu, Zhengkun; Verkade, John G.
Journal of Organic Chemistry, 2000 , vol. 65, # 7 p. 2065 - 2068
反应条件
1: With n-butyllithium in diethyl ether; hexane T=-78°C; 2: With water; ammonium chloride in diethyl ether; hexane T=20°C;
参考文献
Kuranaga, Takefumi; Shirai, Tomohiro; Baden, Daniel G.; Wright, Jeffrey L. C.; Satake, Masayuki; Tachibana, Kazuo
Organic Letters, 2009 , vol. 11, # 1 p. 217 - 220
反应条件
dihydrogen peroxide; sodium sulfate; sodium bromide in water T=50°C; pH=5.3 - 6.1; 4 h; Sulfonation flask, stirring, argon atmosphere; Conversion of starting material;
参考文献
F. HOFFMANN-LA ROCHE AG
Patent: EP1167331 A2, 2002 ;
Location in patent: Page 7 ;
反应条件
1: 92 percent / p-toluenesulfonic acid / 1.) 5 deg C, 2.) RT, 10 min 2: 1.) n-BuLi / 1.) ether, hexane, RT, 15 min, 2.) 22 deg C, 1 h 3: 72 percent / H2, potassium carbonate / Lindlar catalyst / toluene / 3 h / 20 °C / 760 Torr 4: PBr3 / diethyl ether / 0.08 h / Ambient temperature 5: 69 percent / benzene / Heating 6: 78 percent / NaOCH3 / CH2Cl2; methanol / 1 h / -10 °C View Scheme
参考文献
Rosenberger; McDougal; Bahr
Journal of Organic Chemistry, 1982 , vol. 47, # 11 p. 2130 - 2134
反应条件
1: n-BuLi / tetrahydrofuran / -78 °C 2: tetrahydrofuran / -78 - 0 °C View Scheme
参考文献
Rzasa; Shea; Romo
Journal of the American Chemical Society, 1998 , vol. 120, # 3 p. 591 - 592
反应条件
1: 1.) DIBAH, 2.) I2 / 1.) hexane, 2.) THF 2: Et3N, DMAP / CH2Cl2 4: 84 percent / n-Bu4NF / tetrahydrofuran View Scheme
参考文献
Bergueiro, Julian; Montenegro, Javier; Saa, Carlos; Lopez, Susana
Chemistry - A European Journal, 2012 , vol. 18, # 44 p. 14100 - 14107
反应条件
pyrrolidine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide in tetrahydrofuran Sonogashira Cross-Coupling; 6 h; Inert atmosphereDarkness;
参考文献
Bergueiro, Julian; Montenegro, Javier; Saa, Carlos; Lopez, Susana
Chemistry - A European Journal, 2012 , vol. 18, # 44 p. 14100 - 14107
反应条件
1: (i) EtMgBr, (ii) /BRN= 2094622/ 2: (i) Ac2O, KOAc, (ii) TsOH View Scheme
参考文献
Oroshnik
Journal of the American Chemical Society, 1956 , vol. 78, p. 2651
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Ortho Pharm. Corp.
Patent: US2920103 , 1958 ;