5,6,7,8-四氢-2-萘胺合成路线 (共 45 条)
反应条件
1: diluted alcohol; hydroxylamine
2: sulfuric acid / 70 °C
View Scheme
参考文献
Mayer; Schaefer; Rosenbach
Archiv der Pharmazie (Weinheim, Germany), 1929 , p. 578
反应条件
1: 0.5 g / 0.5 h / 260 - 280 °C
2: 83 percent / 10percent Pd/C / various solvent(s) / 8 h / 190 °C
3: 1.) Na, NH3 liq., 2.) AcOH / 1.) THF, 18 h, 2.) 100 deg C to 125 deg C, 18 h
4: 1.) t-BuONa, 2.) DDQ / 1.) t-BuOH, reflux, 15 h, 2.) dioxane, reflux, 15 h
5: 29 mg / I2 / benzene / 12 h / Heating
6: 5percent aq. NaOH / tetrahydrofuran; methanol / 8 h / Ambient temperature
7: pyridine
8: 1.) AIBN, dibromantin, 2.) Li2CO3, LiF / 1.) CCl4, reflux, 30 min, 2.) HMPA, 100 deg C, 3 h
9: 76 percent / NH3 / methanol; tetrahydrofuran / 1.5 h
View Scheme
参考文献
Rosario, Christopher A.; Holder, Gerald M.; Duke, Colin C.
Journal of Organic Chemistry, 1987 , vol. 52, # 6 p. 1064 - 1072
反应条件
1: 92 percent / 1N HCl / 0.25 h / 40 °C
2: 23 percent / PPA / 2 h / 100 °C
View Scheme
参考文献
Takeuchi, Isao; Ushida, Makoto; Hamada, Yoshiki; Yuzuri, Tomoaki; Suezawa, Hiroko; Hirota, Minoru
Heterocycles, 1995 , vol. 41, # 10 p. 2221 - 2232
反应条件
sulfuric acid; nitrobenzene
参考文献
v. Braun; Gruber
Chemische Berichte, 1922 , vol. 55, p. 1716
反应条件
1: With hydrogenchloride; sodium nitrite in water
T=5°C; 1 h;
2: With potassium iodide in water
T=60°C;
参考文献
Ricoh Company, Ltd.; GOTO, Daisuke; YAMAMOTO, Satoshi; SAGISAKA, Toshiya; KATO, Takuji; OKADA, Takashi; SHINODA, Masato; MATSUMOTO, Shinji; MOHRI, Masataka; YUTANI, Keiichiro
Patent: WO2011/30918 A1, 2011 ;
Location in patent: Page/Page column 101-103 ;