(1-戊基)三苯基溴化磷合成路线 (共 78 条)
反应条件
1: NaOEt / tetrahydrofuran / 1 h / 25 °C
2: NaOEt / toluene / 2 h / 25 °C
3: PBr3
View Scheme
参考文献
Vinczer, Peter; Juvancz, Zoltan; Novak, Lajos; Szantay, Csaba
Acta Chimica Hungarica, 1988 , vol. 125, # 6 p. 797 - 820
反应条件
sodium hexamethyldisilazane
Yield given. Multistep reaction;
参考文献
Sorochinskaya, A. M.; Kovalev, B. G.
Chemistry of Natural Compounds, 1989 , vol. 25, p. 228 - 230
Khimiya Prirodnykh Soedinenii, 1989 , # 2 p. 264 - 266
反应条件
2: 100 percent / LiAlH4 / 0.17 h / -20 °C
3: 70 percent / oxalyl chloride, dimethyl sulfoxide / CH2Cl2 / 0.25 h / -60 °C
View Scheme
参考文献
Genard, S.; Patin, H.
Bulletin de la Societe Chimique de France, 1991 , # 3 p. 397 - 406
反应条件
1: NaOEt / tetrahydrofuran / 1 h / 25 °C
2: n-BuLi / toluene / 2 h / 25 °C
3: lithium aluminium hydride / tetrahydrofuran / 4 h / Heating
View Scheme
参考文献
Vinczer, Peter; Juvancz, Zoltan; Novak, Lajos; Szantay, Csaba
Acta Chimica Hungarica, 1988 , vol. 125, # 6 p. 797 - 820
反应条件
1: 1.) NaNH2, HMPA / 1.) THF, RT, 90 min, 2.) THF, from -78 deg C to RT, 5 h
2: 89 percent / CBr4, Ph3P / CH2Cl2 / Ambient temperature
3: 1.) n-BuLi / 1.) hexane, THF, -10 deg C, 30 min, 2.) hexane, THF, HMPA, -10 deg C, 3 h
4: 57 percent / p-toluenesulfonic acid / methanol / 4 h / 60 °C
5: 58 percent / LAH / bis-(2-methoxy-ethyl) ether / 48 h / Heating
6: 81 percent / pyridine / CH2Cl2 / 5 h / Ambient temperature
View Scheme
参考文献
Vinczer, Peter; Juvancz, Zoltan; Novak, Lajos; Szantay, Csaba
Acta Chimica Hungarica, 1988 , vol. 125, # 6 p. 797 - 820
反应条件
1: 75 percent / NaN(SiMe3)2 / tetrahydrofuran / 18 h / -78 degC to r.t.
2: 80 percent / Br2, Ph3P / CH2Cl2 / 1 h / 0 °C
3: 1) BuLi / 1) THF, hexane, 20 degC, 10 min, 2) HMPT, 20 degC, 0.5 h
4: 93 percent / Na / diethyl ether; liquid ammonia / -40 °C
5: 95 percent / TsOH / methanol; H2O / 3 h / Heating
6: 81 percent / PCC / CH2Cl2
View Scheme
参考文献
Bestmann; Gunawardena
Synthesis, 1992 , # 12 p. 1239 - 1241
反应条件
(i) PhLi, Et2O, (ii) /BRN= 742586/, (iii) aq. NaOH, MeOH; Multistep reaction;
参考文献
Zbiral,E.
Monatshefte fuer Chemie, 1966 , vol. 97, p. 180 - 202
反应条件
1: (i) PhLi, Et2O, (ii) /BRN= 742586/, (iii) aq. NaOH, MeOH
2: (i) aq. NH2OH, EtOH, (ii) LiAlH4, THF
View Scheme
参考文献
Zbiral,E.
Monatshefte fuer Chemie, 1966 , vol. 97, p. 180 - 202
反应条件
1: 1.) BuLi / 1.) THF, hexane, r.t., 30 min, 2.) r.t., 3 h
2: 61 percent / 0 h / 750 °C
View Scheme
参考文献
Aitken, R. Alan; Herion, Hugues; Horsburgh, Caroline E. R.; Karodia, Nazira; Seth, Shirley
Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 5 p. 485 - 489
反应条件
1: NaH / dimethylsulfoxide / 1 h / 20 °C
2: dimethylsulfoxide / 12 h / 20 °C
View Scheme
参考文献
Steinreiber, Andreas; Mayer, Sandra F.; Saf, Robert; Faber, Kurt
Tetrahedron Asymmetry, 2001 , vol. 12, # 10 p. 1519 - 1528