2-氯-1-甲酰基-1-环己烯合成路线 (共 23 条)
反应条件
1: 80 percent / sodium azide / dimethylsulfoxide / 1.) 10 deg C, 1 h, 2.) room temperature, 4 h 2: 85 percent / toluene / 2 h / Ambient temperature 3: 80 percent / 1,2,3,4-tetrahydro-naphthalene / 24 h / Heating View Scheme
参考文献
Tabyaoui, B.; Aubert, T.; Farnier, M.; Guilard, R.
Synthetic Communications, 1988 , vol. 18, # 13 p. 1475 - 1482
反应条件
1: NaBH4, 10percent aq. NaOH / methanol / Ambient temperature
2: chlorotrimethylsilane / 4 h / 140 °C
3: Na / 1.) toluene, 15 min, 2.) reflux, 2 min; reflux to r.t., 90 min
4: 1 M aq. HCl / tetrahydrofuran / 8 h / Ambient temperature
5: 82 percent / PPh3, CCl4 / 1 h / Heating
6: 71 percent / LiAlH4 / tetrahydrofuran / Ambient temperature
7: Ti(O-i-Pr)4, molecular sieves 4-Angstroem, O2, tetraphenylporphine / CH2Cl2 / 6 h / -10 - -5 °C / Irradiation
View Scheme
参考文献
Adam, Waldemar; Richter, Markus J.
Journal of Organic Chemistry, 1994 , vol. 59, # 12 p. 3341 - 3346
反应条件
1: LiAlH4 / diethyl ether
2: (Ph)3P, CCl4 / 48 h / Ambient temperature
View Scheme
参考文献
Schulze, K.; Richter, F.; Weisheit, R.; Krause, R.; Muehlstaedt, M.; Muehlstaedt, M.
Journal fuer Praktische Chemie (Leipzig), 1980 , vol. 322, # 4 p. 629 - 637
反应条件
1: ethanol
2: CrO3, H2SO4 / acetone
3: PCl5 / diethyl ether
View Scheme
参考文献
Simchen,G.; Entenmann,G.
Justus Liebigs Annalen der Chemie, 1977 , p. 1249 - 1266
反应条件
1: 93 percent / benzene / 4 h / Ambient temperature
2: 64 percent / NaN3 / dimethylsulfoxide / 4 h / 105 °C
View Scheme
参考文献
Balsamini; Bedini; Tarzia; Tontini
Organic Preparations and Procedures International, 1997 , vol. 29, # 4 p. 471 - 473
反应条件
1: 88 percent / aluminium isopropoxide / propan-2-ol / 6 h / Heating; solvent gradually distilled away
2: 73 percent / Ca(OH)2, methyl iodide / Co2(CO)8 / methanol; H2O / 20 h / 20 °C / other solvents (dioxane-water), other base (NaOH)
View Scheme
参考文献
Miura, Masahiro; Okuro, Kazumi; Hattori, Ayako; Nomura, Masakatsu
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1989 , p. 73 - 76
反应条件
perchloric acid; dihydrogen peroxide; vanadium pentoxide in water
T=-5 - 0°C;
参考文献
Das, Rumpa; Shaik, Faruk H; Kar, Gandhi K.
Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2011 , vol. 50, # 3 p. 299 - 303
反应条件
1: LiAlH4 / diethyl ether
2: (Ph)3P, CCl4 / 48 h / Ambient temperature
3: 55 percent / dimethylsulfoxide / 3 h / Ambient temperature
View Scheme
参考文献
Schulze, K.; Richter, F.; Weisheit, R.; Krause, R.; Muehlstaedt, M.; Muehlstaedt, M.
Journal fuer Praktische Chemie (Leipzig), 1980 , vol. 322, # 4 p. 629 - 637
反应条件
1: With triethylamine in pyridine
T=20°C; 2 h;
2: With sodium methylate in methanol
3 h; Reflux;
参考文献
GLAXOSMITHKLINE LLC; HAYDAR, Simon N.; JOHNS, Brian Alvin; VELTHUISEN, Emile Johann
Patent: WO2013/43553 A1, 2013 ;
Location in patent: Page/Page column 115-116 ;
参考文献
Gelalcha, Feyissa Gadissa; Schulze, Baerbel
Journal of Organic Chemistry, 2002 , vol. 67, # 24 p. 8400 - 8406