2,5-二甲氧基苯甲醛合成路线 (共 179 条)
反应条件
1: 85 percent / potassium permanganate / H2O / 1 h / 80 °C
2: 72 percent / cc. nitric acid / 3 h / 0 - 2 °C
3: 93 percent / H2 / 10 percent Pd-C / ethanol / 6 h / 38000 Torr
4: 1.) cc. hydrochloric acid, 97 percent isoamyl nitrite; 2.) propylene oxide / 1.) abs. ethanol, 0 deg C, 10 min; 2.) 1,2-dichloroethane, reflux
View Scheme
参考文献
Azadi-Ardakani, Manouchehr; Wallace, Timothy W.
Tetrahedron, 1988 , vol. 44, # 18 p. 5939 - 5952
反应条件
1: AcOH / ethanol / 18 h / Heating
2: NaBH4 / methanol / 1 h / Ambient temperature
3: 96 percent / acetic anhydride / 1 h / 70 °C
4: 93 percent / NaIO4 / H2O; methanol / 16 h / Ambient temperature
5: 60 percent / TFAA / benzene / 151 h / Ambient temperature; other N-(aryl)methyl-2-(phenylsulfinyl)ethylamines, also with TFAA and BF3*Et2O
6: 64 percent / NaBH4, NiCl2*6H2O / methanol; tetrahydrofuran / 0.5 h / Ambient temperature
7: 89 percent / 10percent aq. NaOH / ethanol / Ambient temperature
View Scheme
参考文献
Shinohara, Tatsumi; Takeda, Akira; Toda, Jun; Ueda, Yoko; Kohno, Michiyo; Sano, Takehiro
Chemical and Pharmaceutical Bulletin, 1998 , vol. 46, # 6 p. 918 - 927
反应条件
1: toluene / 4 h / |Reflux; |Dean-Stark
2: sodium tetrahydroborate / methanol / 3 h / 20 °C
3: sodium carbonate / dichloromethane / 6 h / 20 °C
4: hydrogenchloride / 1,4-dioxane / 7 h / |Inert atmosphere; |Reflux
5: N-bromosuccinmide; sulfuric acid / water; tetrahydrofuran / 48 h / 20 °C
6: cerium(III) chloride / water; ethanol / 20 h / 20 °C
View Scheme
参考文献
Naciuk, Fabricio F.; Milan, Julio C.; Andreao, Almir; Miranda, Paulo C.M.L.
Journal of Organic Chemistry, 2013 , vol. 78, # 10 p. 5026 - 5030
参考文献
Kauffmann; Burr
Chemische Berichte, 1907 , vol. 40, p. 2357
反应条件
sulfur in xylene
8 h; Heating;
参考文献
Yutilov, Yu. M.; Shcherbina, L. I.
Chemistry of Heterocyclic Compounds (New York, NY, United States), 1987 , vol. 23, # 5 p. 529 - 535
Khimiya Geterotsiklicheskikh Soedinenii, 1987 , vol. 23, # 5 p. 639 - 645
参考文献
Chu, Kwong Yung; Griffiths, John; Ward, David
Journal of Chemical Research, Miniprint, 1981 , # 10 p. 3701 - 3721
反应条件
piperidine in ethanol
1.) reflux, 2.) r.t., 15 h; Yield given;
参考文献
Chu, Kwong Yung; Griffiths, John; Ward, David
Journal of Chemical Research, Miniprint, 1981 , # 10 p. 3701 - 3721
反应条件
1: 95 percent / CH2Cl2 / 60 h / Heating
2: 91 percent / H2 / 10percent Pd/C / ethanol / 9 h / 25 °C
View Scheme
参考文献
Dhuru, Sameer; Bhedi, Dilip; Gophane, Dnyaneshwar; Hirbhagat, Kiran; Nadar, Vijaya; More, Dattatray; Parikh, Sapna; Dalal, Roda; Fonseca, Lyle C.; Kharas, Firuza; Vadnal, Prashant Y.; Vishwakarma, Ram A.; Sivaramakrishnan
Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 12 p. 3784 - 3787
反应条件
1: m-chloroperbenzoic acid / CH2Cl2 / 1.) exothermic react., 2.) RT, 5 h
2: 10 percent KOH / ethanol / 0.17 h / 50 °C
3: 1.) 60 percent NaH oil dispersion / 1.) DMF, 0 deg C, 15 min, 2.) 0 deg C to RT, 3 h at RT
4: 1.) n-BuLi / 1.) THF, tetramethylethylenediamine, hexane, 0 to 20 deg C; 2.) THF, RT, 1 h
5: Lithium / tetrahydrofuran; liquid ammonia / -30 °C / large excess of lithium
6: 93 percent / 48 percent HBr / ethanol / 0.25 h / 65 °C
7: 81 percent / O2 / salcomine / dimethylformamide / 3 h / Ambient temperature
8: 77 percent / 70 percent HClO4 / CH2Cl2 / 1 h / Ambient temperature
View Scheme
参考文献
Kubo, Isao; Kim, Mujo; Ganjian, Iraj; Kamikawa, Tadao; Yamagiwa, Yoshiro
Tetrahedron, 1987 , vol. 43, # 12 p. 2653 - 2660
反应条件
sodium hydroxide in water
T=0 - 20°C;
参考文献
Agarwal, Anu; Srivastava, Kumkum; Puri; Chauhan, Prem M.S.
Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 22 p. 6226 - 6232