5-甲基-2,3-二氢-1H-茚合成路线 （共 31 条）
反应条件
1: 74 percent / NaOEt / Heating
2: 95 percent / KOH / acetic acid; H2O; tetrahydrofuran
3: 85 percent / 165 °C
4: thionyl chloride
5: 91 percent / AlCl3 / CS2
6: 89 percent / NaBH4 / ethanol / 25 °C
7: 97 percent / p-toluenesulfonic acid * H2O / benzene / Heating
8: 93 percent / NiCl2<dppp>2 / diethyl ether / Heating
9: H2 / PtO2 / tetrahydrofuran / 1034.3 Torr
View Scheme
参考文献
Adamczyk, Maciej; Watt, David S.; Netzel, Daniel A.
Journal of Organic Chemistry, 1984 , vol. 49, # 22 p. 4226 - 4237
反应条件
hydrogenchloride; Zn–Hg amalgam in toluene
16 h; Heating;
参考文献
Collins, Michael J.; Gready, Jill E.; Sternhell, Sever; Tansey, Charles W.
Australian Journal of Chemistry, 1990 , vol. 43, p. 1547 - 1557
反应条件
palladium on activated charcoal; ethanol
Hydrogenolyse;
参考文献
Plattner; Roniger
Helvetica Chimica Acta, 1942 , vol. 25, p. 590,593
反应条件
in pentane
T=400°C; P=0.02 Torr; flash vacuum thermolysis; other deuterium deriv.; Product distribution;
参考文献
Kostermans, Gerardus, B. M.; Dansik, Paul van; Wolf, Willem H. de; Bickelhaupt, Friedrich
Journal of Organic Chemistry, 1988 , vol. 53, # 19 p. 4531 - 4534
反应条件
1: 79 percent / H2 / 10percent Pd/C / ethanol / 1 h / 760 Torr
2: thionyl chloride / 4 h / Heating
3: AlCl3 / CS2 / 1.) 5 deg C, 30 min, 2.) reflux, 10 min
4: 61 percent / zinc amalgam, aq. HCl / toluene / 16 h / Heating
View Scheme
参考文献
Collins, Michael J.; Gready, Jill E.; Sternhell, Sever; Tansey, Charles W.
Australian Journal of Chemistry, 1990 , vol. 43, p. 1547 - 1557
反应条件
1: 70 percent / pyridine / ethanol / 10 h / Heating
2: 79 percent / H2 / 10percent Pd/C / ethanol / 1 h / 760 Torr
3: thionyl chloride / 4 h / Heating
4: AlCl3 / CS2 / 1.) 5 deg C, 30 min, 2.) reflux, 10 min
5: 61 percent / zinc amalgam, aq. HCl / toluene / 16 h / Heating
View Scheme
参考文献
Collins, Michael J.; Gready, Jill E.; Sternhell, Sever; Tansey, Charles W.
Australian Journal of Chemistry, 1990 , vol. 43, p. 1547 - 1557
反应条件
palladium on activated charcoal in benzene
T=300 - 310°C;
参考文献
Kugatova-Shemyakina,G.P.; Vesa,V.S.
J. Gen. Chem. USSR (Engl. Transl.), 1963 , vol. 33, # 12 p. 3875 - 3883,3813 - 3820
反应条件
1: KHSO4 / 130 - 180 °C / 60 - 80 Torr
2: (i) H2NNH2, (ii) Na
3: Pd-C / benzene / 300 - 310 °C
View Scheme
参考文献
Kugatova-Shemyakina,G.P.; Vesa,V.S.
J. Gen. Chem. USSR (Engl. Transl.), 1963 , vol. 33, # 12 p. 3875 - 3883,3813 - 3820
反应条件
1: TiCl4
2: H2 / Pd-C
View Scheme
参考文献
Mathison,I.W. et al.
Journal of Organic Chemistry, 1974 , vol. 39, # 19 p. 2852 - 2855
反应条件
hydrogen
Yield given. Multistep reaction;
参考文献
Neudeck, Horst; Schloegl, Karl
Monatshefte fuer Chemie, 1981 , vol. 112, p. 801 - 824
