3-甲酰基-2-丁烯酸乙酯合成路线 （共 46 条）
反应条件
1: n-butyllithium / diethyl ether / 24 h / Ambient temperature 2: KOH, water / ethanol / 1 h / Heating View Scheme
参考文献
Spruce, Lyle W.; Rajadhyaksha, Shirish N.; Berlin, K. Darrell; Gale, Jonathan B.; Miranda, Edgar T.; et al.
Journal of Medicinal Chemistry, 1987 , vol. 30, # 8 p. 1474 - 1482
反应条件
1: 68.41 percent / n-butyllithium / diethyl ether; hexane / 2 h / Ambient temperature 2: 45.3 percent / KOH, water / ethanol / 4 h / 50 °C View Scheme
参考文献
Spruce, Lyle W.; Rajadhyaksha, Shirish N.; Berlin, K. Darrell; Gale, Jonathan B.; Miranda, Edgar T.; et al.
Journal of Medicinal Chemistry, 1987 , vol. 30, # 8 p. 1474 - 1482
反应条件
1: 1.) 1.5 M BuLi / 1.) THF/hexane, -30 deg C, 2.) THF/hexane, 2 h, room temperature 2: 97 percent / hydrogen / Lindlar-catalyst, 1,2-bis<(2-hydroxyethyl)thio>ethane / ethanol / 4 h / Ambient temperature 3: 65 percent / TsOH*H2O / CH2Cl2 / 2 h / Ambient temperature View Scheme
参考文献
Soukup; Broger; Widmer
Helvetica Chimica Acta, 1989 , vol. 72, # 2 p. 370 - 376
反应条件
chromium dichloride in tetrahydrofuran 0.75 h; Ambient temperature;
参考文献
Torrado; Lopez; Alvarez; De Lera
Synthesis, 1995 , # 3 p. 285 - 293
反应条件
chromium dichloride in tetrahydrofuran T=0°C; 0.75 h; Yield given. Yields of byproduct given;
参考文献
Lera, Angel R. de; Torrado, Alicia; Iglesias, Beatriz; Lopez, Susana
Tetrahedron Letters, 1992 , vol. 33, # 41 p. 6205 - 6208
反应条件
N,N,N',N',N'',N''-hexamethylphosphoric triamide; sodium hexamethyldisilazane in tetrahydrofuran T=-78°C; 1 h; Yield given. Yields of byproduct given;
参考文献
Lera, Angel R. de; Torrado, Alicia; Iglesias, Beatriz; Lopez, Susana
Tetrahedron Letters, 1992 , vol. 33, # 41 p. 6205 - 6208
反应条件
potassium hydroxide; sodium methylate 1.) dichloromethane, methanol, 0 deg C, 90 min, 2.) methanol, water, reflux, 45 min; Yield given. Multistep reaction;
参考文献
Rosenberger
Journal of Organic Chemistry, 1982 , vol. 47, # 9 p. 1698 - 1701
反应条件
1: 1.) ethylmagnesium bromide / 1.) THF, room temperature, 1 h, 2.) THF, 15 min 2: DIBAH / tetrahydrofuran; toluene / 0.5 h / -78 °C 3: 95 percent / imidazole / dimethylformamide / 18 h / Ambient temperature 4: H2 / Lindlar catalyst / methanol / 24 h 5: LiAlH4, TiCl3 / tetrahydrofuran / 1 h / Ambient temperature 6: 80 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature View Scheme
参考文献
Solladie, Guy; Girardin, Andre
Tetrahedron Letters, 1988 , vol. 29, # 2 p. 213 - 216
反应条件
1: 3.9 g / NaBH4 / ethanol / 0.25 h 2: PBr3, pyridine / hexane; diethyl ether / 0.5 h / -30 °C View Scheme
参考文献
Zhidkova, T. A.; Stashina, G. A.; Bekker, A. R.; Vakulova, L. A.; Zhulin, V. M.; Samokhvalov, G. I.
Journal of Organic Chemistry USSR (English Translation), 1984 , vol. 20, p. 2328 - 2333
Zhurnal Organicheskoi Khimii, 1984 , vol. 20, # 12 p. 2558 - 2564
反应条件
1: 1.) ethylmagnesium bromide / 1.) THF, room temperature, 1 h, 2.) THF, 15 min 2: DIBAH / tetrahydrofuran; toluene / 0.5 h / -78 °C 3: 95 percent / imidazole / dimethylformamide / 18 h / Ambient temperature 4: H2 / Lindlar catalyst / methanol / 24 h 5: LiAlH4, TiCl3 / tetrahydrofuran / 1 h / Ambient temperature 6: 80 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature 7: MnO2 / CH2Cl2 / 2 h / Ambient temperature 8: 80 percent / AgO, NaCN / methanol / 18 h / Ambient temperature View Scheme
参考文献
Solladie, Guy; Girardin, Andre
Tetrahedron Letters, 1988 , vol. 29, # 2 p. 213 - 216
