3,4-二甲氧基苯甲醛合成路线 (共 996 条)
反应条件
1.1: bromine / methanol / 5 - 40 °C / |Large scale 2.1: sulfuric acid / 6 h / 90 °C / |Inert atmosphere; |Large scale 3.1: ethanol / 4 h / |Reflux; |Large scale 4.1: sodium hydroxide; sodium tetrahydroborate / water / 1 h / 20 °C / |Large scale 5.1: formic acid / 1,4-dioxane; N,N-dimethyl-formamide / 10 h / |Reflux; |Large scale 6.1: potassium hexacyanoferrate(III); potassium carbonate / toluene / 1 h / 50 - 60 °C / |Large scale 7.1: toluene-4-sulfonic acid / toluene / |Reflux; |Large scale 8.1: lithium aluminium tetrahydride; hydrogen / tetrahydrofuran / 3 h / 60 - 65 °C / |Inert atmosphere; |Large scale 8.2: 0.25 h / |Large scale 8.3: 0.33 h / 60 °C / pH < 1 / |Large scale 9.1: triethylamine / ethanol / |Reflux; |Large scale 10.1: L-Selectridereg; / tetrahydrofuran / 3.5 h / |Inert atmosphere; |Large scale 10.2: 0.5 h / 20 °C / |Large scale View Scheme
参考文献
Kueenburg, Bernhard; Czollner, Laszlo; Frohlich, Johannes; Jordis, Ulrich
Organic Process Research and Development, 1999 , vol. 3, # 6 p. 425 - 431
反应条件
hydrogenchloride; acetic acid in ethanol
Heating;
参考文献
Cunningham,J. et al.
Journal of the Chemical Society, 1963 , p. 2875 - 2883
反应条件
3-chloro-benzenecarboperoxoic acid in dichloromethane
T=20°C; Baeyer-Villiger oxidation;
参考文献
Jerezano, Alberto; Jimenez, Fabiola; Del Carmen Cruz, Maria; Montiel, Luisa E.; Delgado, Francisco; Tamariz, Joaquin
Helvetica Chimica Acta, 2011 , vol. 94, # 2 p. 185 - 198
参考文献
v. Wacek; v. Bezard
Chemische Berichte, 1941 , vol. 74, p. 845,857
参考文献
v. Wacek; v. Bezard
Chemische Berichte, 1941 , vol. 74, p. 845,857
反应条件
1: 2-Bromobenzoic acid With Di-n-butylmagnesium in tetrahydrofuran
2: With n-butyllithium in tetrahydrofuran
T=-20°C; 1 h;
3: 3,4-dimethoxy-benzaldehyde in tetrahydrofuran
T=-20°C; 1 h;
参考文献
Amaladass, Pitchamuthu; Clement, J. Arul; Mohanakrishnan, Arasambattu K.
European Journal of Organic Chemistry, 2008 , # 22 p. 3798 - 3810
反应条件
1: 2-Iodo-benzoic acid ethyl ester With iso-propylmagnesium bromide
T=-40°C; 1 h;
2: 3,4-dimethoxy-benzaldehyde T=-40 - 20°C; 1 h;
参考文献
Mohanakrishnan, Arasambattu K.; Amaladass
Tetrahedron Letters, 2005 , vol. 46, # 24 p. 4225 - 4229
反应条件
1: BuLi
2: aq. H2SO4
3: Na2Cr2O7
View Scheme
参考文献
Kobayashi, Kazuhiro; Maeda, Kouji; Uneda, Tomokazu; Morikawa, Osamu; Konishi, Hisatoshi
Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 4 p. 443 - 446
反应条件
sodium hydroxide in methanol
10 h; Ambient temperature;
参考文献
Wattanasin, Sompong; Murphy, William S.
Synthesis, 1980 , # 8 p. 647 - 650
反应条件
1: sodium methoxide
2: 80 percent / H2, NEt3 / <Rh(1,5-cyclooctadiene)Cl>2, (4S,5S)-MOD-DIOP (12) / methanol / 40 h / 30 °C / 760 Torr
3: 1) aq. KOH, 2) CaCl2, NaBH4, KOH / 1) methanol, ice bath, 15 min, 2) ethanol, room temperature, 3 h
4: HCl / ethanol / 0.5 h
View Scheme
参考文献
Yang, Li-Ming; Lin, Shwu-Jiuan; Yang, Tsang-Hsiung; Lee, Kuo-Hsiung
Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 8 p. 941 - 944