5,5-二甲基-1,3-环戊二烯合成路线 (共 17 条)
反应条件
quinoline
T=150 - 195°C;
参考文献
Holder, Richard W.; Daub, John P.; Baker, Wesley E.; Gilbert, Raymond H; Graf, Norman A.
Journal of Organic Chemistry, 1982 , vol. 47, # 8 p. 1445 - 1451
反应条件
1: 79 percent / LiAlH4 / diethyl ether / 22 h / Heating
2: 48 aq. HBr, conc. sulfuric acid / 48 h / 25 °C
3: 83 percent / quninoline / 150 - 195 °C
View Scheme
参考文献
Holder, Richard W.; Daub, John P.; Baker, Wesley E.; Gilbert, Raymond H; Graf, Norman A.
Journal of Organic Chemistry, 1982 , vol. 47, # 8 p. 1445 - 1451
反应条件
(i) HBr, (ii) (dehydrobromination); Multistep reaction;
参考文献
Russell,G.A. et al.
Journal of the American Chemical Society, 1975 , vol. 97, p. 1882 - 1891
反应条件
1: 87 percent / 85 percent phosphoric acid / Heating
2: 79 percent / LiAlH4 / diethyl ether / 22 h / Heating
3: 48 aq. HBr, conc. sulfuric acid / 48 h / 25 °C
4: 83 percent / quninoline / 150 - 195 °C
View Scheme
参考文献
Holder, Richard W.; Daub, John P.; Baker, Wesley E.; Gilbert, Raymond H; Graf, Norman A.
Journal of Organic Chemistry, 1982 , vol. 47, # 8 p. 1445 - 1451
反应条件
1: (i) TsCl, Py, (ii) LiCl, acetone
2: LiBr, Li2CO3 / dimethylformamide
3: NaBH4, CeCl3 / methanol
4: <MeP(OPh)3>I, HMPT
View Scheme
参考文献
Jefford,C.W. et al.
Journal of Organic Chemistry, 1979 , vol. 44, p. 689 - 691
反应条件
1: 92 percent / H2SO4 / toluene
2: 79 percent / sodium / toluene / 28 h
3: 87 percent / 85 percent phosphoric acid / Heating
4: 79 percent / LiAlH4 / diethyl ether / 22 h / Heating
5: 48 aq. HBr, conc. sulfuric acid / 48 h / 25 °C
6: 83 percent / quninoline / 150 - 195 °C
View Scheme
参考文献
Holder, Richard W.; Daub, John P.; Baker, Wesley E.; Gilbert, Raymond H; Graf, Norman A.
Journal of Organic Chemistry, 1982 , vol. 47, # 8 p. 1445 - 1451
反应条件
1: Na, liq. NH3 / diethyl ether
2: polyphosphoric acid
3: LiAlH4
4: aq. HBr, H2SO4
5: quinoline
View Scheme
参考文献
Rouse,S.; Tyler,W.E.
Journal of Organic Chemistry, 1961 , vol. 26, p. 3525 - 3527
反应条件
1: 79 percent / sodium / toluene / 28 h
2: 87 percent / 85 percent phosphoric acid / Heating
3: 79 percent / LiAlH4 / diethyl ether / 22 h / Heating
4: 48 aq. HBr, conc. sulfuric acid / 48 h / 25 °C
5: 83 percent / quninoline / 150 - 195 °C
View Scheme
参考文献
Holder, Richard W.; Daub, John P.; Baker, Wesley E.; Gilbert, Raymond H; Graf, Norman A.
Journal of Organic Chemistry, 1982 , vol. 47, # 8 p. 1445 - 1451
反应条件
1: 97 percent / H2SO4, H2O
2: 92 percent / H2SO4 / toluene
3: 79 percent / sodium / toluene / 28 h
4: 87 percent / 85 percent phosphoric acid / Heating
5: 79 percent / LiAlH4 / diethyl ether / 22 h / Heating
6: 48 aq. HBr, conc. sulfuric acid / 48 h / 25 °C
7: 83 percent / quninoline / 150 - 195 °C
View Scheme
参考文献
Holder, Richard W.; Daub, John P.; Baker, Wesley E.; Gilbert, Raymond H; Graf, Norman A.
Journal of Organic Chemistry, 1982 , vol. 47, # 8 p. 1445 - 1451
反应条件
1: LiBr, Li2CO3 / dimethylformamide
2: NaBH4, CeCl3 / methanol
3: <MeP(OPh)3>I, HMPT
View Scheme
参考文献
Jefford,C.W. et al.
Journal of Organic Chemistry, 1979 , vol. 44, p. 689 - 691