2,5-二甲氧基-1,4-苯醌合成路线 (共 69 条)
参考文献
Anslow; Raistrick
Journal of the Chemical Society, 1939 , p. 1446,1448,1455
Biochemical Journal, 1938 , vol. 32, p. 803,805
反应条件
1.1: 5.50 mg / NaBH4 / ethanol / 3 h / 0 °C 2.1: 4.9 mg / NaOH; NaHSO3 / ethanol / 4 h / 70 - 80 °C 3.1: 74 percent / HBr; AcOH / 16 h / 20 °C 4.1: Li; NH3 / tetrahydrofuran; H2O / 0.75 h / -78 - -33 °C 4.2: 76 percent / tetrahydrofuran; H2O / 2 h / Heating 5.1: 98 percent / KOtBu / toluene / 4 h / Heating 6.1: 100 percent / HCl / tetrahydrofuran / 12 h / 20 °C 7.1: 89 percent / H2; Et3N / 10percent Pd/C / methanol / 12 h / 20 °C 8.1: 98 percent / KOtBu / toluene / 3 h / Heating 9.1: 4 percent / AgO; HNO3 / dioxane / 20 °C View Scheme
参考文献
Stahl; Kissau; Mazitschek; Huwe; Furet; Giannis; Waldmann
Journal of the American Chemical Society, 2001 , vol. 123, # 47 p. 11586 - 11593
反应条件
methanol; sodium dithionite; ammonia in water
参考文献
Chai, Lan-Qin; Zhang, Yu-Li; Tong, Jun-Feng; Liu, Gang
Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2013 , vol. 68, # 3 p. 239 - 244
参考文献
Ioffe; Suchina
Zhurnal Obshchei Khimii, 1954 , vol. 24, p. 705,709; engl. Ausg. S. 715, 718
Full Text Show Details
Osman
Journal of the American Chemical Society, 1957 , vol. 79, p. 966
反应条件
1: acetic acid 2: acetic acid View Scheme
参考文献
Ioffe; Suchina
Zhurnal Obshchei Khimii, 1954 , vol. 24, p. 705,709; engl. Ausg. S. 715, 718
反应条件
sodium tetrahydroborate in ethanol T=20°C; 4.33333 h; Cooling with ice;
参考文献
Hanss, David; Walther, Mathieu E.; Wenger, Oliver S.
Chemical Communications, 2010 , vol. 46, # 37 p. 7034 - 7036
参考文献
Schueler
Archiv der Pharmazie (Weinheim, Germany), 1907 , vol. 245, p. 267,271
反应条件
1.1: 5.50 mg / NaBH4 / ethanol / 3 h / 0 °C 2.1: 4.9 mg / NaOH; NaHSO3 / ethanol / 4 h / 70 - 80 °C 3.1: 74 percent / HBr; AcOH / 16 h / 20 °C 4.1: Li; NH3 / tetrahydrofuran; H2O / 0.75 h / -78 - -33 °C 4.2: 76 percent / tetrahydrofuran; H2O / 2 h / Heating 5.1: 98 percent / KOtBu / toluene / 4 h / Heating 6.1: 100 percent / HCl / tetrahydrofuran / 12 h / 20 °C 7.1: 89 percent / H2; Et3N / 10percent Pd/C / methanol / 12 h / 20 °C 8.1: 98 percent / KOtBu / toluene / 3 h / Heating 9.1: 26 percent / AgO; HNO3 / dioxane / 20 °C View Scheme
参考文献
Stahl; Kissau; Mazitschek; Huwe; Furet; Giannis; Waldmann
Journal of the American Chemical Society, 2001 , vol. 123, # 47 p. 11586 - 11593
反应条件
1: 1.) Na2S2O4, H2O, 2.) i-Pr2NEt / 1.) MeOH, THF, 2.) CH2Cl2
2: 1.) n-BuLi, TMEDA, 2.) HMPA / 1.) toluene, -78 deg C, 2.) toluene
3: HMPA / tetrahydrofuran / -78 - 20 °C
4: TBAF
5: 1.) LDA, HMPA / 1.) THF, -78 deg C
6: H2 / Lindlar catalyst
7: 48percent HBr / methanol
8: 96 percent / O2, NaHCO3 / methanol
9: 47 percent / 70percent HClO4 / CH2Cl2; tetrahydrofuran
View Scheme
参考文献
Fukuyama; Kiriyama; Kodama; Iwaki; Hosozawa; Aki; Matsui
Chemical and Pharmaceutical Bulletin, 1994 , vol. 42, # 10 p. 2211 - 2213
反应条件
chlorine; acetic acid
参考文献
Lindberg
Svensk Kemisk Tidskrift, 1953 , vol. 65, p. 113,116