4-苄氧基-3-甲氧基苯甲醛合成路线 (共 139 条)
反应条件
1: 100 percent / NH4OAc / Heating
2: 78 percent / LiAlH4 / tetrahydrofuran / 0.5 h / Heating
3: 6.96 g / aq. K2CO3 / 1.5 h / 20 °C
4: 100 percent / p-toluenesulfonic acid / CH2Cl2 / Heating
5: 100 percent / H2; HCO2H / 10 percent Pd/C / methanol / 30 h / 20 °C / 760 Torr
View Scheme
参考文献
Pinet; Chavant; Averbuch-Pouchot; Vallee
Journal of Chemical Research - Part S, 2001 , # 2 p. 65 - 67
反应条件
1.1: nitric acid / 2 h / 0 - 20 °C
2.1: potassium permanganate / acetone / 2 h / 30 - 50 °C
3.1: oxalyl dichloride / toluene / 2 h / Reflux
3.2: 2 h
4.1: acetic acid / 0.17 h / 90 °C
4.2: 1 h / Reflux
5.1: 1,4-dioxane / 12 h / Reflux
5.2: 3 h / Reflux
6.1: thionyl chloride; trichlorophosphate / N,N-dimethyl-formamide / 2 h / Reflux
7.1: 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
1: 69 percent / sodium acetate; bromine / acetic acid / 11 h / 40 °C
2: NaBH4 / tetrahydrofuran / 4 h / 0 °C
View Scheme
参考文献
Fukuyama, Yoshiyasu; Yaso, Hideyuki; Mori, Takashi; Takahashi, Hironobu; Minami, Hiroyuki; Kodama, Mitsuaki
Heterocycles, 2001 , vol. 54, # 1 p. 259 - 274
反应条件
sodium acetate in ethanol
参考文献
Soliman; Shafik; Darwish
Journal of Pharmaceutical Sciences, 1982 , vol. 71, # 2 p. 178 - 182
反应条件
1: 100 percent / NaH2PO4; H2O2; NaClO2 / acetonitrile; H2O / 1.5 h / 20 °C
2: 100 percent / EDC*HCl; HOBt; Et3N / CH2Cl2 / 0 - 20 °C
3: 96 percent / LiOH*H2O / tetrahydrofuran; H2O / 20 °C
4: 91 percent / EDC*HCl; HOBt; Et3N / CH2Cl2 / 0 - 20 °C
5: 67 percent / phenyliodine(III) bis(trifluoroacetate) / CH2Cl2 / 20 °C
6: 82 percent / Mo(CO)6 / acetonitrile; H2O / Heating
7: 70 percent / NaBH4; TFA / various solvent(s) / Heating
8: 60 percent / NMO; TPAP / acetonitrile / 1.5 h / 20 °C
9: 90 percent / 1,4-cyclohexadiene / Pd/C / ethanol / 2.5 h / 20 °C
View Scheme
参考文献
Correa, Arkaitz; Tellitu, Imanol; Dominguez, Esther; Moreno, Isabel; SanMartin, Raul
Journal of Organic Chemistry, 2005 , vol. 70, # 6 p. 2256 - 2264
反应条件
iodine; silver trifluoroacetate in dichloromethane
T=20°C; 2 h;
参考文献
Kissei Pharmaceutical Co., Ltd.
Patent: EP2305633 A1, 2011 ;
Location in patent: Page/Page column 17 ;
反应条件
1: Na-methylate / dimethylsulfoxide / 0.5 h / 65 - 75 °C
2: HCl cc. / propan-2-ol / 1 h / Heating
3: 67 percent / Na-methylate / ethanol / 24 h / Heating
View Scheme
参考文献
EGIS Gyogyszergyar
Patent: US4883798 A1, 1989 ;
反应条件
sodium tetrahydroborate
参考文献
Hara; Shirai; Hoshino; Umezawa
Chemical and Pharmaceutical Bulletin, 1985 , vol. 33, # 8 p. 3107 - 3112
反应条件
1: 89 percent / 10percent KOH / ethanol / 13 h / Ambient temperature
2: 95 percent / H2 / 5percent Pd-C / methanol / 24 h / 760 Torr / Ambient temperature
View Scheme
参考文献
Itokawa,H.; Aiyama,R.
Phytochemistry (Elsevier), 1981 , vol. 20, p. 769
反应条件
1: 73 percent / methylate de sodium / 7 h / Heating
2: 66.5 percent / chlorure de calcium, borohydrure de sodium / ethanol; aq. KOH / 1.) room temperature, 5 h; 2.) 0 deg C, pH=1 (HCl 6N); 3.) -20 deg C
3: 77.6 percent / H2 / Pd/C (10percent) / ethyl acetate / 7 h / 3750.3 Torr / Ambient temperature
View Scheme
参考文献
Loriot; Thomas; Brown
Bulletin de la Societe Chimique de France, 1985 , vol. NO. 5, p. 871 - 875