2,3-二甲氧基-5-甲基-1,4-苯醌合成路线 (共 103 条)
反应条件
acetate-phosphate buffer T=25°C; pH 3.0; var. pH; var. temps.; ΔS(excit.), ΔH(excit.), ΔG(excit.); Rate constantMechanismThermodynamic data;
参考文献
Cano, Maria Constanza Soriano; Sanchez, Juan Vera
Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1993 , # 3 p. 427 - 430
反应条件
acetate-phosphate buffer T=25°C; pH 3.0; var. pH; var. temps.; ΔS(excit.), ΔH(excit.), ΔG(excit.); Rate constantMechanismThermodynamic data;
参考文献
Cano, Maria Constanza Soriano; Sanchez, Juan Vera
Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1993 , # 3 p. 427 - 430
反应条件
1: SnCl2; aq. HCl / ethanol 2: 990 mg / aq. KOH / 1 h / 80 °C View Scheme
参考文献
Lipshutz, Bruce H.; Bulow, Gerd; Fernandez-Lazaro, Fernando; Kim, Sung-Kyu; Lowe, Richard; Mollard, Paul; Stevens, Kirk L.
Journal of the American Chemical Society, 1999 , vol. 121, # 50 p. 11664 - 11673
反应条件
1: 2,3-Dimethoxy-5-methyl-1,4-benzoquinone With palladium on activated charcoal; hydrogen in methanol T=20°C; 2: dimethyl sulfate With potassium carbonate in acetone RefluxInert atmosphere;
参考文献
Yamakoshi, Hiroyuki; Dodo, Kosuke; Palonpon, Almar; Ando, Jun; Fujita, Katsumasa; Kawata, Satoshi; Sodeoka, Mikiko
Journal of the American Chemical Society, 2012 , vol. 134, # 51 p. 20681 - 20689
反应条件
boron trifluoride diethyl etherate; silver(l) oxide Yield given. Multistep reaction;
参考文献
Naruta
Journal of Organic Chemistry, 1980 , vol. 45, # 21 p. 4097 - 4104
反应条件
phosphoric acid; iron(III) chloride; lithium in methanol; ethylene glycol dimethyl ether; ethylamine
反应条件
1: (all-E)-3,7,11,15,19,23,27,31,35,39-decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaenyl bromide With tri-n-butyl-tin hydride; lithium diisopropyl amide in tetrahydrofuran; hexane 2 h; 2: 2,3-Dimethoxy-5-methyl-1,4-benzoquinone With silver(l) oxide; boron trifluoride diethyl etherate in dichloromethane 2 h; Further stages.;
参考文献
Boers, Rutger B.; Gast, Peter; Hoff, Arnold J.; De Groot, Huub J. M.; Lugtenburg, Johan
European Journal of Organic Chemistry, 2002 , # 1 p. 189 - 202
反应条件
1.1: 97 percent / aq. Na2S2O4 / 1,2-dichloro-ethane / 3 h / 20 °C 2.1: 84.1 percent / Na / ethanol / 3 h / -20 °C 3.1: BuLi; N,N,N',N'-tetramethylethylenediamine / hexane / 1 h / 0 °C 3.2: 59.6 percent / hexane; tetrahydrofuran / 3.5 h / -40 - 20 °C 4.1: (COCl)2; DMSO / CH2Cl2 / 1 h / -60 - -40 °C 4.2: 94.9 percent / Et3N / CH2Cl2 / 1 h / 20 °C 5.1: 91.7 percent / CH2Cl2 / 4 h / Heating 6.1: 87.3 percent / LiAlH4 / tetrahydrofuran / 4 h / Heating 7.1: Et3N; MsCl / CH2Cl2 / 1.5 h / -40 °C 7.2: 95.5 percent / LiBr / tetrahydrofuran; CH2Cl2 / 2.5 h / 0 °C 8.1: BuLi; HMPA / tetrahydrofuran; hexane / 1 h / -70 °C 8.2: 85.3 percent / tetrahydrofuran; hexane / 2 h / -70 - 0 °C 9.1: 99.8 percent / sodium naphthalenide / tetrahydrofuran / 1 h / -78 °C 10.1: 93 percent / aq. HCl; air / methanol; hexane / 4 h / 40 °C View Scheme
参考文献
Sato, Kikumasa; Miyamoto, Osamu; Inoue, Seiichi; Yamamoto, Tomoya; Hirasawa, Yukihiko
Journal of the Chemical Society, Chemical Communications, 1982 , # 3 p. 153 - 154
反应条件
1: SnCl2; aq. HCl / ethanol 2: 990 mg / aq. KOH / 1 h / 80 °C 3: 84 percent / Br2 / CH2Cl2 / 0.08 h / 3 - 5 °C View Scheme
参考文献
Organic and Biomolecular Chemistry, , vol. 2, # 16 p. 2371 - 2375
反应条件
1: 26 percent / (NH4)2S2O8 / AgNO3 / acetonitrile; H2O / 0.17 h / Heating 2: 1) Me2S-BH3, 2) PCC / 1) THF, 1h, reflux, 2) CH2Cl2, 1h, reflux View Scheme
参考文献
Jockers, Ralf; Schmid, Rolf D.; Rieger, Hagen; Krohn, Karsten
Liebigs Annalen der Chemie, 1991 , # 4 p. 315 - 321