6-甲基-1,2,3,4-四氢萘合成路线 （共 42 条）
反应条件
1: 1.) NaH / 1.) THF, room temperature, 75 min; 2.) THF, reflux, 24 h
2: LiAH4 / diethyl ether / 1 h / Ambient temperature
3: MnO2 / CH2Cl2 / 3 h / Ambient temperature
4: toluene; H2O / 1 h / 90 °C
5: 2.) silica gel / 1.) toluene, 100 deg C, 3 h; 2.) 80 deg c, 6 h
6: 1.) LiAlH4; 2.) TsOH / 1.) Et2O, room temperature, 1 h; 2.) toluene, reflux, 1 h
View Scheme
参考文献
Snowden, Roger L.; Linder, Simon M.; Wuest, Manfred
Helvetica Chimica Acta, 1989 , vol. 72, p. 892 - 905
反应条件
1: 72 percent / zinc amalgam, aq. HCl / toluene; H2O / 20 h / Heating
2: 83 percent / polyphosphoric acid / 0.12 h / 90 °C
3: 77 percent / zinc amalgam, aq. HCl / toluene; H2O / 20 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: 63 percent / AlCl3 / various solvent(s) / 3 h
2: 72 percent / zinc amalgam, aq. HCl / toluene; H2O / 20 h / Heating
3: 83 percent / polyphosphoric acid / 0.12 h / 90 °C
4: 77 percent / zinc amalgam, aq. HCl / toluene; H2O / 20 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
(i) HCO2H, sodium formate, (ii) LiAlH4; Multistep reaction;
参考文献
Jackman,L.M.; Haddon,V.R.
Journal of the American Chemical Society, 1974 , vol. 96, # 16 p. 5130 - 5138
反应条件
aluminum tri-bromide
T=140 - 150°C;
参考文献
Barbot
Bulletin de la Societe Chimique de France, 1930 , vol. <4> 47, p. 1314,1318
反应条件
tetra-n-propyl-diborane; hydrogen in n-heptane
T=200°C; P=75006 Torr; 4 h; various concentrations; further substituted naphthalenes; Product distributionKinetics;
参考文献
Yalpani, Mohamed; Lunow, Thomas; Koester, Roland
Chemische Berichte, 1989 , vol. 122, p. 687 - 694
反应条件
lithium aluminium tetrahydride; toluene-4-sulfonic acid
1.) Et2O, room temperature, 1 h; 2.) toluene, reflux, 1 h; Yield given. Multistep reaction;
参考文献
Snowden, Roger L.; Linder, Simon M.; Wuest, Manfred
Helvetica Chimica Acta, 1989 , vol. 72, p. 892 - 905
反应条件
1: 2.) silica gel / 1.) toluene, 100 deg C, 3 h; 2.) 80 deg c, 6 h
2: 1.) LiAlH4; 2.) TsOH / 1.) Et2O, room temperature, 1 h; 2.) toluene, reflux, 1 h
View Scheme
参考文献
Snowden, Roger L.; Linder, Simon M.; Wuest, Manfred
Helvetica Chimica Acta, 1989 , vol. 72, p. 892 - 905
反应条件
hydrogenchloride; amalgamated zinc
参考文献
Krollpfeiffer; Schaefer
Chemische Berichte, 1923 , vol. 56, p. 630
反应条件
sodium hydroxide; zinc
参考文献
Nagano
Sci. TokyoChem.Abstr., 1947 , vol. 17, p. 370
Sci. TokyoChem.Abstr., 1951 , p. 1989
