四氢-2-(9-十四碳炔基氧基)-2H-吡喃合成路线 （共 30 条）
反应条件
lithium amide in ammonia
参考文献
The United States of America as represented by the Secretary of Agriculture
Patent: US4083995 A1, 1978 ;
反应条件
lithium amide hexamethylphosphoroamide, 1.) 1h, room temperature, 2.) 10 h, 55 deg C; Yield given. Multistep reaction;
参考文献
Naka, Hideshi; Nakazawa, Tomotake; Sugie, Mieko; Yamamoto, Masanobu; Horie, Yoshiteru; Wakasugi, Ryohei; Arita, Yutaka; Sugie, Hajime; Tsuchida, Koji; Ando, Tetsu
Bioscience, Biotechnology and Biochemistry, 2006 , vol. 70, # 2 p. 508 - 516
反应条件
1: 65 percent / POCl3 2: 1.) lithium amide / hexamethylphosphoroamide, 1.) 1h, room temperature, 2.) 10 h, 55 deg C View Scheme
参考文献
Ranganathan, S.; Maniktala, Vibha; Kumar, Raaj; Singh, G. P.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1984 , vol. 23, # 12 p. 1197 - 1207
反应条件
1.1: 3 h 2.1: n-butyllithium / tetrahydrofuran 2.2: tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / 20 °C 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
1: 92 percent / TsOH / diethyl ether / 20 h / 20 °C 2: Li, FeCl3, liq. NH3 / 1 h / -33 °C 3: tetrahydrofuran; dimethylsulfoxide View Scheme
参考文献
Mithran, S.; Mamdapur, V. R.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1989 , vol. 28, # 1-11 p. 755 - 756
反应条件
1.1: HBr / toluene / 18 h / Heating 2.1: 3 h 3.1: n-butyllithium / tetrahydrofuran 3.2: tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / 20 °C View Scheme
参考文献
Kovalev, B. G.; Matveeva, E. D.; Stan, V. V.; Vovk, G. A.; Yudin, L. G.; Kost, A. N.
Journal of Organic Chemistry USSR (English Translation), 1980 , vol. 16, # 10 p. 1728 - 1733
Zhurnal Organicheskoi Khimii, 1980 , vol. 16, # 10 p. 2032 - 2038
反应条件
1: 65 percent / NaOH / bis-(2-hydroxy-ethyl) ether 2: 1.) lithium amide / hexamethylphosphoroamide, 1.) 1h, room temperature, 2.) 10 h, 55 deg C View Scheme
参考文献
Kovalev, B. G.; Matveeva, E. D.; Stan, V. V.; Vovk, G. A.; Yudin, L. G.; Kost, A. N.
Journal of Organic Chemistry USSR (English Translation), 1980 , vol. 16, # 10 p. 1728 - 1733
Zhurnal Organicheskoi Khimii, 1980 , vol. 16, # 10 p. 2032 - 2038
反应条件
1: Li, FeCl3, liq. NH3 / 1 h / -33 °C 2: tetrahydrofuran; dimethylsulfoxide View Scheme
参考文献
Ishmuratov; Kharisov; Yakovleva; Botsman; Galeeva; Ishmuratova; Tolstikov
Russian Chemical Bulletin, 1998 , vol. 47, # 8 p. 1595 - 1597
反应条件
1: 25.3 g / Br2 / CH2Cl2 / 0.5 h / 20 °C 2: 80 percent / t-BuOK, dibenzo-18-crown-6 / hexane / 24 h / Heating 3: 92 percent / TsOH / diethyl ether / 20 h / 20 °C 4: Li, FeCl3, liq. NH3 / 1 h / -33 °C 5: tetrahydrofuran; dimethylsulfoxide View Scheme
参考文献
Ishmuratov; Kharisov; Yakovleva; Botsman; Galeeva; Ishmuratova; Tolstikov
Russian Chemical Bulletin, 1998 , vol. 47, # 8 p. 1595 - 1597
反应条件
1: 1.) BF3*Et2O, NaBH4, 2.) Jones reagent / 1.) THF, 18-22 deg C, 11 h, 2.) 0 deg C to 20 deg C, 1 h, 2 h 2: 60 percent / Pb(OAc)4, Cu(OAc)2*H2O, Py / benzene / 3 h / Heating 3: 25.3 g / Br2 / CH2Cl2 / 0.5 h / 20 °C 4: 80 percent / t-BuOK, dibenzo-18-crown-6 / hexane / 24 h / Heating 5: 92 percent / TsOH / diethyl ether / 20 h / 20 °C 6: Li, FeCl3, liq. NH3 / 1 h / -33 °C 7: tetrahydrofuran; dimethylsulfoxide View Scheme
参考文献
Ishmuratov; Kharisov; Yakovleva; Botsman; Galeeva; Ishmuratova; Tolstikov
Russian Chemical Bulletin, 1998 , vol. 47, # 8 p. 1595 - 1597
