(1E)-1-苯乙酮二甲基肼酮合成路线 (共 28 条)
反应条件
1: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 40 min, 2.) THF, hexane, RT
2: Amberlyst-15, H2O / acetone
3: 1.) O3, 2.) Zn, AcOH / 1.) MeOH, CH2Cl2, -78 deg C, 2.) MeOH, CH2Cl2, RT, 3 h
View Scheme
参考文献
Molander, Gary A.; Camera, Kimberly O.
Journal of the American Chemical Society, 1993 , vol. 115, # 3 p. 830 - 846
反应条件
sodium periodate
Multistep reaction;
参考文献
Molander, Gary A.; Andrews, Steven W.
Tetrahedron Letters, 1989 , vol. 30, # 18 p. 2351 - 2354
反应条件
1: 1.) n-butyllithium / 1.) THF, from - 70 deg C to - 30 deg C, 2.) a) - 25 deg C, 2 h, b) RT, 16 h
2: 2N HCl / tetrahydrofuran / 1 h / Ambient temperature
3: 57 percent / acetic acid / ethanol / 4 h / Heating
View Scheme
参考文献
Kruse, Chris G.; Bouw, Jan P.; Hes, Roelof van; Kuilen, Aalt van de; Hartog, Jack A. J. den
Heterocycles, 1987 , vol. 26, # 12 p. 3141 - 3151
反应条件
1: BuLi / tetrahydrofuran
2: Et2O-BF3 / acetone; H2O
3: 96 percent / NaN3 / NaI / dimethylsulfoxide / 18 h / 55 °C
4: 83 percent / diethyl ether / 18 h / 20 °C
View Scheme
参考文献
Vaultier, M.; Lambert, P. H.; Carrie, R.
Bulletin de la Societe Chimique de France, 1986 , # 1 p. 83 - 92
反应条件
hydrogenchloride; n-butyllithium in tetrahydrofuran; water
15 h; Ambient temperature;
参考文献
Yamashita, Masakazu; Matsumiya, Kaoru; Morimoto, Hiroko; Suemitsu, Rikisaku
Bulletin of the Chemical Society of Japan, 1989 , vol. 62, # 5 p. 1668 - 1670
反应条件
1.1: lithium diisopropyl amide / tetrahydrofuran / 5.25 h / 0 °C / Inert atmosphere
1.2: -78 - 20 °C / Inert atmosphere
1.3: 0.5 h / Cooling with ice
2.1: toluene-4-sulfonic acid / toluene / 60 h / Molecular sieve; Reflux; Inert atmosphere; Dean-Stark trap
3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.5 h / -78 °C / Inert atmosphere
View Scheme
参考文献
Motiwala, Hashim F.; Guelgeze, Belgin; Aube, Jeffrey
Journal of Organic Chemistry, 2012 , vol. 77, # 16 p. 7005 - 7022
反应条件
1: 1,1-dimethyl-2-(1-phenylethylidene)hydrazine With lithium diisopropyl amide in tetrahydrofuran
T=0°C; 5.25 h; Inert atmosphere;
2: 2-(phenyl)ethyl bromide in tetrahydrofuran
T=-78 - 20°C; Inert atmosphere;
3: With sulfuric acid; water in diethyl ether
0.5 h; Cooling with ice;
参考文献
Motiwala, Hashim F.; Guelgeze, Belgin; Aube, Jeffrey
Journal of Organic Chemistry, 2012 , vol. 77, # 16 p. 7005 - 7022
反应条件
1: 1. LiN(C3H7-i)2 / 1.) THF; 2.) THF, -78 deg C, 30 min
2: 90 percent / CuCl2 / tetrahydrofuran; H2O / 25 °C / phosphate buffer
View Scheme
参考文献
Banfi, Luca; Colombo, Lino; Gennari, Cesare; Annunziata, Rita; Cozzi, Franco
Synthesis, 1982 , # 10 p. 829 - 831