丁-1,3-二烯-2-基苯合成路线 （共 79 条）
反应条件
1: LiAlH4, triethanol amine / diethyl ether; H2O / 2 h / Heating
2: 94 percent / NaH, MeOH / pentane; diethyl ether
3: 56 percent / xylene / 12 h / 140 °C
4: 43 percent / 6M NaOH / ethanol / 48 h
5: 97 percent / pyridine / diethyl ether / 48 h / Ambient temperature
6: 67 percent / diisopropylamine, phosphoryl chloride / CH2Cl2 / a) 1 h, 0 to 5 deg C, b) 1 h, r.t.
7: flash pyrolysis
View Scheme
参考文献
Wolber, Erwin K. A.; Schmittel, Michael; Ruechardt, Christoph
Chemische Berichte, 1992 , vol. 125, # 2 p. 525 - 532
反应条件
1: 97 percent / pyridine / diethyl ether / 48 h / Ambient temperature
2: 67 percent / diisopropylamine, phosphoryl chloride / CH2Cl2 / a) 1 h, 0 to 5 deg C, b) 1 h, r.t.
3: flash pyrolysis
View Scheme
参考文献
Wolber, Erwin K. A.; Schmittel, Michael; Ruechardt, Christoph
Chemische Berichte, 1992 , vol. 125, # 2 p. 525 - 532
反应条件
1: 67 percent / diisopropylamine, phosphoryl chloride / CH2Cl2 / a) 1 h, 0 to 5 deg C, b) 1 h, r.t.
2: flash pyrolysis
View Scheme
参考文献
Wolber, Erwin K. A.; Schmittel, Michael; Ruechardt, Christoph
Chemische Berichte, 1992 , vol. 125, # 2 p. 525 - 532
反应条件
1: 56 percent / xylene / 12 h / 140 °C
2: 43 percent / 6M NaOH / ethanol / 48 h
3: 97 percent / pyridine / diethyl ether / 48 h / Ambient temperature
4: 67 percent / diisopropylamine, phosphoryl chloride / CH2Cl2 / a) 1 h, 0 to 5 deg C, b) 1 h, r.t.
5: flash pyrolysis
View Scheme
参考文献
Wolber, Erwin K. A.; Schmittel, Michael; Ruechardt, Christoph
Chemische Berichte, 1992 , vol. 125, # 2 p. 525 - 532
反应条件
1: 43 percent / 6M NaOH / ethanol / 48 h
2: 97 percent / pyridine / diethyl ether / 48 h / Ambient temperature
3: 67 percent / diisopropylamine, phosphoryl chloride / CH2Cl2 / a) 1 h, 0 to 5 deg C, b) 1 h, r.t.
4: flash pyrolysis
View Scheme
参考文献
Wolber, Erwin K. A.; Schmittel, Michael; Ruechardt, Christoph
Chemische Berichte, 1992 , vol. 125, # 2 p. 525 - 532
反应条件
1: 1.) sodium amide / 1.) mineral oil, 160 deg C, 1 h, 2.) Et2O, 60 h
2: 80 percent / Cu2Cl2 / acetonitrile / 12 h / Ambient temperature
3: 77 percent / diisobutylaluminium hydride / pentane / 10 h / Ambient temperature
4: bromine / CHCl3 / -80 °C
5: 18 percent Chromat. / 18-crown-6, KOH / hexane / no (R)-3-phenylbut-1-yne production; no desired product with sodium amide/liquid NH3 (by contrast, successful dehydrobromination for gomologous 1,2-dibromides)
View Scheme
参考文献
Caporusso, Anna Maria; Lardicci, Luciano
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , # 5 p. 949 - 953
反应条件
1: bromine / CHCl3 / -80 °C
2: 18 percent Chromat. / 18-crown-6, KOH / hexane / no (R)-3-phenylbut-1-yne production; no desired product with sodium amide/liquid NH3 (by contrast, successful dehydrobromination for gomologous 1,2-dibromides)
View Scheme
参考文献
Caporusso, Anna Maria; Lardicci, Luciano
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , # 5 p. 949 - 953
反应条件
1: 77 percent / diisobutylaluminium hydride / pentane / 10 h / Ambient temperature
2: bromine / CHCl3 / -80 °C
3: 18 percent Chromat. / 18-crown-6, KOH / hexane / no (R)-3-phenylbut-1-yne production; no desired product with sodium amide/liquid NH3 (by contrast, successful dehydrobromination for gomologous 1,2-dibromides)
View Scheme
参考文献
Caporusso, Anna Maria; Lardicci, Luciano
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , # 5 p. 949 - 953
反应条件
1: 80 percent / Cu2Cl2 / acetonitrile / 12 h / Ambient temperature
2: 77 percent / diisobutylaluminium hydride / pentane / 10 h / Ambient temperature
3: bromine / CHCl3 / -80 °C
4: 18 percent Chromat. / 18-crown-6, KOH / hexane / no (R)-3-phenylbut-1-yne production; no desired product with sodium amide/liquid NH3 (by contrast, successful dehydrobromination for gomologous 1,2-dibromides)
View Scheme
参考文献
Caporusso, Anna Maria; Lardicci, Luciano
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , # 5 p. 949 - 953
反应条件
1.1: n-butyllithium / hexane / 0.5 h / 0 °C
1.2: Inert atmosphere; Reflux
2.1: diisobutylaluminium hydride / dichloromethane / 0 °C / Inert atmosphere
3.1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / dichloromethane; water / 20 °C / Inert atmosphere
4.1: tris-(dibenzylideneacetone)dipalladium(0); [(R)-methoxy(furyl)BIPHEP]; cesium fluoride / tetrahydrofuran; water / 36 h / 60 °C / Inert atmosphere
View Scheme
参考文献
Zhang, Ping; Le, Hai; Kyne, Robert E.; Morken, James P.
Journal of the American Chemical Society, 2011 , vol. 133, # 25 p. 9716 - 9719
