2-[(10-溴癸基)氧基]四氢-2H-吡喃合成路线 （共 50 条）
反应条件
1.1: n-butyllithium / tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide; hexane / 0.5 h / -60 °C
1.2: -20 - 20 °C
2.1: Jone's reagent / acetone / 0 - 4 °C
3.1: sulfuric acid / 20 °C
4.1: hydrogen; ethylenediamine / ethanol; water
View Scheme
参考文献
Fu, Yu; Weng, Yue; Hong, Wen-Xu; Zhang, Qinghai
Synlett, 2011 , # 6 p. 809 - 812
反应条件
1: 51 percent / dimethylsulfoxide / 16 h / Ambient temperature
2: 1.) 2M BuLi / 1.) hexane, HMPT, 0 deg C, 30 min, 2.) 20 deg C, 12 h
View Scheme
参考文献
Rossi, Renzo; Carpita, Adriano; Gaudenzi, Loretta; Quirici, Maria Grazia
Gazzetta Chimica Italiana, 1980 , vol. 110, # 4 p. 237 - 246
反应条件
in dimethyl sulfoxide
T=5°C; 3.16667 h;
参考文献
IC VEC LIMITED; THIA MEDICA AS
Patent: WO2004/854 A1, 2003 ;
Location in patent: Page 86 ;
反应条件
in dimethyl sulfoxide
12 h;
参考文献
Rezanka, Tomas; Nedbalova, Linda; Sigler, Karel
Phytochemistry, 2008 , vol. 69, # 16 p. 2849 - 2855
反应条件
in water; dimethyl sulfoxide; pentane
参考文献
E. I. Du Pont de Nemours and Company
Patent: US5151507 A1, 1992 ;
反应条件
in water; dimethyl sulfoxide; pentane
参考文献
E. I. Du Pont de Nemours and Company
Patent: US5047519 A1, 1991 ;
反应条件
ammonia; lithium
2.) DMSO, gentle warming, 2h; Yield given. Multistep reaction;
参考文献
Michelot, Didier; Guerrero, Angel; Ratovelomanana, Victorin
Journal of Chemical Research, Miniprint, 1982 , # 4 p. 1043 - 1051
反应条件
1: 1.) Li/NH3 liq. / 2.) DMSO, gentle warming, 2h
2: 98 percent / morpholine, iodine / benzene / 24 h / 45 °C
3: 72 percent / dipotassium diazenedicarboxylate / pyridine; methanol; acetic acid / 25 h
4: 1.) tetrakis<triphenylphosphine>-palladium / 1.) benzene, room temp., 15 min, 2.) room temp., overnight
5: p-toluenesulfonic acid monohydrate / methanol; H2O / 2 h / 50 °C
6: pyridinium chlorochromate/alumina / CH2Cl2; hexane / 2 h / Ambient temperature
View Scheme
参考文献
Michelot, Didier
Synthesis, 1983 , # 2 p. 130 - 134
反应条件
1: hex-1-yne With n-butyllithium in tetrahydrofuran; hexane
T=0°C; 0.666667 h;
2: 1-bromo-10-[tetrahydropyranyloxy]decane in tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide; hexane
T=0°C; 0.833333 h; Further stages.;
参考文献
Zarbin, Paulo H. G.; Lorini, Lisete M.; Ambrogi, Bianca G.; Vidal, Diogo M.; Lima, Eraldo R.
Journal of Chemical Ecology, 2007 , vol. 33, # 3 p. 555 - 565
反应条件
N,N,N',N',N'',N''-hexamethylphosphoric triamide in tetrahydrofuran
Alkylation;
参考文献
Riba; Eizaguirre; Sans; Quero; Guerrero
Pesticide Science, 1994 , vol. 41, # 2 p. 97 - 103
