4-甲氧基-3-丙-2-炔氧基苯甲醛合成路线 (共 6 条)
反应条件
potassium carbonate in N,N-dimethyl-formamide 4 h; Ambient temperature;
参考文献
Ishii; Ishikawa; Takeda; Suzuki; Harayaya
Chemical and Pharmaceutical Bulletin, 1992 , vol. 40, # 8 p. 2002 - 2006
反应条件
potassium carbonate in acetonitrile 16 h; Reflux;
参考文献
Zammit, Steven C.; Cox, Alison J.; Gow, Renae M.; Zhang, Yuan; Gilbert, Richard E.; Krum, Henry; Kelly, Darren J.; Williams, Spencer J.
Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 24 p. 7003 - 7006
反应条件
1: 22 percent / CsF, N,N-diethylaniline / 2 h / Heating 2: 94 percent / 10percent NaOH / ethanol / Ambient temperature 3: 87 percent / acetic acid / 2-ethoxy-ethanol; H2O / 0.08 h / 110 - 120 °C 4: 91 percent / NaOH / H2O; ethanol / 4 h / Heating 5: 94 percent / H2, 1percent aq.PdCl2, Norit / acetic acid / 760 Torr / Ambient temperature 6: 86 percent / POCl3, K2CO3 / acetonitrile / 2.5 h / 55 - 60 °C 7: 1.) TiCl4, 2.) NaBH4 / 1.) CHCl3, a) RT, 2.5 h, b) reflux, 30 min, 2.) MeOH, RT, overnight 8: 91 percent / CHCl3 / 3 h / Heating 9: 89 percent / DDQ / benzene / 2 h / Heating 10: 77 percent / OsO4, pyridine / 2 h / Ambient temperature 11: 70 percent / HIO4*2H2O / H2O; dioxane / 2 h / Ambient temperature 12: 92 percent / K2CO3 / dimethylformamide / 2 h / Ambient temperature 13: 49 percent / 1.) p-toluenesulfonic acid, 2.) aq. 10percent HCl / xylene / 7.5 h / Heating View Scheme
参考文献
Ishii; Ishikawa; Takeda; Suzuki; Harayaya
Chemical and Pharmaceutical Bulletin, 1992 , vol. 40, # 8 p. 2002 - 2006
反应条件
2: CsF 3: acid treatment 4: OH(1-) 8: 2.) p-toluenesulfonic acid / 1.) xylene, 2.) reflux View Scheme
参考文献
Ishii; Ishikawa; Takeda; Ueki; Suzuki; Harayama
Chemical and Pharmaceutical Bulletin, 1990 , vol. 38, # 6 p. 1775 - 1777
反应条件
bis-triphenylphosphine-palladium(II) chloride; triethylamine in water; N,N-dimethyl-formamide T=80°C; 3 h;
参考文献
Pal, Manojit; Parasuraman, Karuppasamy; Yeleswarapu, Koteswar Rao
Organic Letters, 2003 , vol. 5, # 3 p. 349 - 352
反应条件
1: 22 percent / CsF, N,N-diethylaniline / 2 h / Heating
2: 94 percent / 10percent NaOH / ethanol / Ambient temperature
3: 87 percent / acetic acid / 2-ethoxy-ethanol; H2O / 0.08 h / 110 - 120 °C
4: 91 percent / NaOH / H2O; ethanol / 4 h / Heating
5: 94 percent / H2, 1percent aq.PdCl2, Norit / acetic acid / 760 Torr / Ambient temperature
6: 86 percent / POCl3, K2CO3 / acetonitrile / 2.5 h / 55 - 60 °C
7: 1.) TiCl4, 2.) NaBH4 / 1.) CHCl3, a) RT, 2.5 h, b) reflux, 30 min, 2.) MeOH, RT, overnight
8: 91 percent / CHCl3 / 3 h / Heating
9: 89 percent / DDQ / benzene / 2 h / Heating
10: 77 percent / OsO4, pyridine / 2 h / Ambient temperature
11: 70 percent / HIO4*2H2O / H2O; dioxane / 2 h / Ambient temperature
12: 92 percent / K2CO3 / dimethylformamide / 2 h / Ambient temperature
13: 49 percent / 1.) p-toluenesulfonic acid, 2.) aq. 10percent HCl / xylene / 7.5 h / Heating
14: 76 percent / NaBH4 / methanol / 0.5 h / Ambient temperature
View Scheme
参考文献
Ishii; Ishikawa; Takeda; Suzuki; Harayaya
Chemical and Pharmaceutical Bulletin, 1992 , vol. 40, # 8 p. 2002 - 2006