4-(苄氧基)-5-甲氧基-2-硝基苯甲醛合成路线 (共 24 条)
反应条件
hydrogen bromide in acetic acid T=85°C; 1 h;
参考文献
Tsai, Shiou-Chuan; Klinman, Judith P.
Bioorganic Chemistry, 2003 , vol. 31, # 2 p. 172 - 190
反应条件
formamide; zinc in ethanol 8 h; Reflux;
参考文献
Liu, Yajing; Zhao, Yanfang; Zhai, Xin; Liu, Xiuping; Sun, Lixue; Ren, Yanxia; Gong, Ping
Archiv der Pharmazie, 2008 , vol. 341, # 7 p. 446 - 452
反应条件
potassium permanganate in acetone T=30 - 50°C; 2 h;
参考文献
HANMI HOLDINGS CO., LTD.; BAE, In Hwan; BYUN, Eun Young; JU, Hae Kyoung; SONG, Ji Young; JUNG, Seung Hyun; JUN, Mi Ae; KIM, Ho Seok; JUNG, Young Hee; SHIM, Mi Yon; AHN, Young Gil; KIM, Maeng Sup
Patent: WO2012/30160 A2, 2012 ;
Location in patent: Page/Page column 50 ;
反应条件
1.1: potassium permanganate / acetone / 2 h / 30 - 50 °C 2.1: oxalyl dichloride / toluene / 2 h / Reflux 2.2: 2 h 3.1: acetic acid / 0.17 h / 90 °C 3.2: 1 h / Reflux 4.1: 1,4-dioxane / 12 h / Reflux 4.2: 3 h / Reflux 5.1: thionyl chloride; trichlorophosphate / N,N-dimethyl-formamide / 2 h / Reflux 6.1: isopropyl alcohol / 2 h / Reflux 7.1: trifluoroacetic acid / 2 h / Heating 8.1: triphenylphosphine; di-isopropyl azodicarboxylate / dichloromethane / 3 h / 20 °C View Scheme
参考文献
HANMI HOLDINGS CO., LTD.; BAE, In Hwan; BYUN, Eun Young; JU, Hae Kyoung; SONG, Ji Young; JUNG, Seung Hyun; JUN, Mi Ae; KIM, Ho Seok; JUNG, Young Hee; SHIM, Mi Yon; AHN, Young Gil; KIM, Maeng Sup
Patent: WO2012/30160 A2, 2012 ;
反应条件
1.1: potassium permanganate / acetone / 2 h / 30 - 50 °C 2.1: oxalyl dichloride / toluene / 2 h / Reflux 2.2: 2 h 3.1: acetic acid / 0.17 h / 90 °C 3.2: 1 h / Reflux 4.1: 1,4-dioxane / 12 h / Reflux 4.2: 3 h / Reflux View Scheme
参考文献
HANMI HOLDINGS CO., LTD.; BAE, In Hwan; BYUN, Eun Young; JU, Hae Kyoung; SONG, Ji Young; JUNG, Seung Hyun; JUN, Mi Ae; KIM, Ho Seok; JUNG, Young Hee; SHIM, Mi Yon; AHN, Young Gil; KIM, Maeng Sup
Patent: WO2012/30160 A2, 2012 ;
反应条件
1.1: potassium permanganate / acetone / 2 h / 30 - 50 °C 2.1: oxalyl dichloride / toluene / 2 h / Reflux 2.2: 2 h 3.1: acetic acid / 0.17 h / 90 °C 3.2: 1 h / Reflux 4.1: 1,4-dioxane / 12 h / Reflux 4.2: 3 h / Reflux 5.1: thionyl chloride; trichlorophosphate / N,N-dimethyl-formamide / 2 h / Reflux 6.1: isopropyl alcohol / 2 h / Reflux 7.1: trifluoroacetic acid / 2 h / Heating View Scheme
参考文献
HANMI HOLDINGS CO., LTD.; BAE, In Hwan; BYUN, Eun Young; JU, Hae Kyoung; SONG, Ji Young; JUNG, Seung Hyun; JUN, Mi Ae; KIM, Ho Seok; JUNG, Young Hee; SHIM, Mi Yon; AHN, Young Gil; KIM, Maeng Sup
Patent: WO2012/30160 A2, 2012 ;
反应条件
1: 59 percent / NH4OAc / 2 h / Heating
2: 31 percent / HCOONH4; formic acid / Pd/C / methanol / 9 h / 20 °C
View Scheme
参考文献
Rogers, C. Bradford; Blum, Charles A.; Murphy, Bryan P.
Journal of Heterocyclic Chemistry, 1987 , vol. 24, p. 941 - 943
反应条件
1.1: potassium permanganate / acetone / 2 h / 30 - 50 °C
2.1: oxalyl dichloride / toluene / 2 h / Reflux
2.2: 2 h
3.1: acetic acid / 0.17 h / 90 °C
3.2: 1 h / Reflux
4.1: 1,4-dioxane / 12 h / Reflux
4.2: 3 h / Reflux
5.1: thionyl chloride; trichlorophosphate / N,N-dimethyl-formamide / 2 h / Reflux
6.1: isopropyl alcohol / 2 h / Reflux
View Scheme
参考文献
HANMI HOLDINGS CO., LTD.; BAE, In Hwan; BYUN, Eun Young; JU, Hae Kyoung; SONG, Ji Young; JUNG, Seung Hyun; JUN, Mi Ae; KIM, Ho Seok; JUNG, Young Hee; SHIM, Mi Yon; AHN, Young Gil; KIM, Maeng Sup
Patent: WO2012/30160 A2, 2012 ;
反应条件
ammonium hydroxide; sulfuric acid; potassium iodide; sodium nitrite; copper(l) iodide
1.) 5 min, 100 deg C 2.) AcOH, H2O; Yield given. Multistep reaction;
参考文献
Kobayashi, Shigeru; Okimoto, Kazuto; Imakura, Yasuhiro
Chemical & Pharmaceutical Bulletin, 1982 , vol. 30, # 5 p. 1567 - 1573
反应条件
1.1: potassium permanganate / acetone / 2 h / 30 - 50 °C
2.1: oxalyl dichloride / toluene / 2 h / Reflux
2.2: 2 h
View Scheme
参考文献
HANMI HOLDINGS CO., LTD.; BAE, In Hwan; BYUN, Eun Young; JU, Hae Kyoung; SONG, Ji Young; JUNG, Seung Hyun; JUN, Mi Ae; KIM, Ho Seok; JUNG, Young Hee; SHIM, Mi Yon; AHN, Young Gil; KIM, Maeng Sup
Patent: WO2012/30160 A2, 2012 ;