1,3-苯并间二氧杂环戊烯-5-丙醇合成路线 (共 29 条)
反应条件
hydrogenchloride; acetic acid; platinum
参考文献
Moore; Hewlett
Journal of the Science of Food and Agriculture, 1958 , vol. 9, p. 666,668
参考文献
Bogert; Powell
Journal of the American Chemical Society, 1931 , vol. 53, p. 2747,2752
反应条件
1: NaOAc / tetrahydrofuran / 10 h / Ambient temperature
2: MsN3, Et3N / acetonitrile / 12 h / Ambient temperature
3: LiOH*H2O / acetonitrile; H2O / 1.5 h / Ambient temperature
4: Rh(4R-MPPIM)4 / CH2Cl2 / Heating
View Scheme
参考文献
Bode; Doyle; Protopopova; Zhou
Journal of Organic Chemistry, 1996 , vol. 61, # 26 p. 9146 - 9155
反应条件
pyridine; thionyl chloride
参考文献
Kondo et al.
Itsuu Kenkyusho Nempo, 1951 , # 2 p. 24,27; engl. Ref. S. 60, 64
Chem.Abstr., 1953 , p. 7516
反应条件
1: 92 percent / Jones reagent / acetone / 1 h / 0 °C
2: 90 percent / conc. H2SO4 / 2 h / Heating
3: 75 percent / 80 percent N2H4*H2O / ethanol / 3 h / Heating
View Scheme
参考文献
Lima, Patricia C.; Lima, Lidia M.; Da Silva, Kelli Cristine M.; Leda, Paulo Henrique O.; De Miranda, Ana Luisa P.; Fraga, Carlos A. M.; Barreiro, Eliezer J.
European Journal of Medicinal Chemistry, 2000 , vol. 35, # 2 p. 187 - 203
反应条件
1: 92 percent / Jones reagent / acetone / 1 h / 0 °C
2: 83 percent / acetic acid / Ambient temperature
3: 86 percent / 1M NaOH / H2O / 1 h / 10 °C
4: 100 percent / dioxane; diethyl ether
5: 95 percent / PDC / 1.) CH2Cl2, room temp., 12 h, 2.) CH2Cl2, Et2O, r.t., 2 h
View Scheme
参考文献
Barreiro, Eliazer J.; Costa, Paulo R. R.; Coelho, Fernando A. S.; Farias, Florence M. C. de
Journal of Chemical Research, Miniprint, 1985 , # 7 p. 2301 - 2332
反应条件
1: 92 percent / Jones reagent / acetone / 1 h / 0 °C
2: 90 percent / conc. H2SO4 / 2 h / Heating
View Scheme
参考文献
Lima, Patricia C.; Lima, Lidia M.; Da Silva, Kelli Cristine M.; Leda, Paulo Henrique O.; De Miranda, Ana Luisa P.; Fraga, Carlos A. M.; Barreiro, Eliezer J.
European Journal of Medicinal Chemistry, 2000 , vol. 35, # 2 p. 187 - 203
反应条件
1: pyridine / CH2Cl2 / 1 h / 10 °C
2: NaOH/H2O / 1) EtOH, H2O, reflux, 12 h; 2) NaOH, reflux, 12 h; 3) HCl 1:1
3: 88 percent / ethyl polyphosphate / 1 h / 30 °C
View Scheme
参考文献
Smidrkal, Jan
Collection of Czechoslovak Chemical Communications, 1984 , vol. 49, # 6 p. 1412 - 1420
反应条件
1: pyridine / CH2Cl2 / 1 h / 10 °C
2: NaOH/H2O / 1) EtOH, H2O, reflux, 12 h; 2) NaOH, reflux, 12 h; 3) HCl 1:1
View Scheme
参考文献
Smidrkal, Jan
Collection of Czechoslovak Chemical Communications, 1984 , vol. 49, # 6 p. 1412 - 1420