(E)-辛-3-烯酸甲酯合成路线 （共 16 条）
反应条件
1: aq. NaOH / methanol / 2 h / Heating 2: diethyl ether 3: phosphorous tribromide / 1.) 25 deg C, 12 h, 2.) 80 deg C, 1 h 4: NaI / dimethylformamide / 3 h / 50 °C 5: 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / dimethylformamide / 3 h / 80 °C View Scheme
参考文献
Mohan, H Rama; Rao, A S
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1992 , vol. 31, # 10 p. 698 - 700
参考文献
Naef-Mueller,R.; Willhalm,B.
Helvetica Chimica Acta, 1971 , vol. 54, p. 1880 - 1890
反应条件
1: 1.) n-BuLi / 1.) n-hexane/THF, -60 deg C, 1 h; 2.) THF, room temp., 1 h 2: 1.) aq. H2SO4 / 1.) THf, 4 h, 65 degC; 2.) MeOH, Et2O View Scheme
参考文献
Theil, F.; Costisella, B.; Hauser, A.; Schick, H.; Schwarz, S.
Journal fuer Praktische Chemie (Leipzig), 1988 , vol. 330, # 5 p. 766 - 774
反应条件
pyridine; lead(IV) acetate; copper diacetate 1.) benzene, 25 deg C, 45 min, 2.) benzene, reflux, 3 h; Multistep reaction. Title compound not separated from byproducts;
参考文献
Dhokte; Rao
Indian Journal of Chemistry - Section B Organic Chemistry Including Medicinal Chemistry, 1990 , vol. 29, # 12 p. 1089 - 1091
反应条件
sulfuric acid 1.) THf, 4 h, 65 degC; 2.) MeOH, Et2O; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Theil, F.; Costisella, B.; Hauser, A.; Schick, H.; Schwarz, S.
Journal fuer Praktische Chemie (Leipzig), 1988 , vol. 330, # 5 p. 766 - 774
反应条件
1: 93 percent / diisobutylaluminum hydride (DIBAH) / diethyl ether; toluene / 2 h / -20 °C
2: 83 percent / Br2, triphenylphosphine / CCl4 / 1 h / Ambient temperature
3: 1.) Li, ferric chloride, liquid ammonia / 1.) THF, 1 h, 2.) DMSO, -35 deg C, 3 h
4: TsOH, H2O / methanol / 24 h / Ambient temperature
View Scheme
参考文献
Odinokov, V. N.; Ishmuratov, G. Yu.; Ladenkova, I. M.; Botsman, L. P.; Kargapol'tseva, T. A.; Tolstikov, G. A.
Chemistry of Natural Compounds, 1991 , vol. 27, # 5 p. 621 - 623
Khimiya Prirodnykh Soedinenii, 1991 , # 5 p. 704 - 707
