4-(四氢-吡喃-2-基氧基)-苯甲醛合成路线 (共 29 条)
反应条件
Wilkinson's catalyst; triphenylphosphine; isopropyl alcohol in tetrahydrofuran
T=25°C; 1 h;
参考文献
Paquet, Valerie; Lebel, Helene
Synthesis, 2005 , # 11 art. no. M07604SS, p. 1901 - 1905
反应条件
1: Methyltriphenylphosphonium bromide With sodium hexamethyldisilazane in tetrahydrofuran
T=25°C; 1 h;
2: 4-((tetrahydro-2H-pyran-2-yl)oxy)benzaldehyde in tetrahydrofuran
T=25°C; Wittig reaction; 1 h;
参考文献
Lebel, Helene; Paquet, Valerie
Journal of the American Chemical Society, 2004 , vol. 126, # 1 p. 320 - 328
反应条件
1.1: 71 percent / NaOEt / ethanol / 24 h / Heating
2.1: NaOEt / ethanol / 0.08 h
2.2: 32 percent / ethanol / 24 h / Heating
3.1: 100 percent / hydrochloric acid / methanol / 2 h / 20 °C
4.1: 94 percent / K2CO3 / ethanol / 18 h / Heating
View Scheme
参考文献
Pez, Didier; Leal, Isabel; Zuccotto, Fabio; Boussard, Cyrille; Brun, Reto; Croft, Simon L.; Yardley, Vanessa; Ruiz Perez, Luis M.; Gonzalez Pacanowska, Dolores; Gilbert, Ian H.
Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 22 p. 4693 - 4711
反应条件
1: 1.) potassium tert-butoxide / 1.) THF, -78 deg C, 30 min, 2.) THF, from -78 deg C to RT, 4 h
2: 1.) n-butyllithium / 1.) THF, -78 deg C, 10 min, 2.) THF, RT, 40 min
3: p-toluenesulfonic acid / methanol / 3 h / Ambient temperature
View Scheme
参考文献
Iguchi; Iwamura; Nishizaki; Hayashi; Senokuchi; Kobayashi; Sakaki; Hachiya; Ichioka; Kawamura
Chemical and Pharmaceutical Bulletin, 1992 , vol. 40, # 6 p. 1462 - 1469
反应条件
sodium hydroxide in ethanol
参考文献
Leow, Pay-Chin; Bahety, Priti; Boon, Choon Pei; Lee, Chong Yew; Tan, Kheng Lin; Yang, Tianming; Ee, Pui-Lai Rachel
European Journal of Medicinal Chemistry, 2014 , vol. 71, p. 67 - 80
反应条件
1.1: 71 percent / NaOEt / ethanol / 24 h / Heating
2.1: NaOEt / ethanol / 0.08 h
2.2: 32 percent / ethanol / 24 h / Heating
3.1: 100 percent / hydrochloric acid / methanol / 2 h / 20 °C
4.1: 79 percent / K2CO3 / ethanol / 18 h / Heating
View Scheme
参考文献
Pez, Didier; Leal, Isabel; Zuccotto, Fabio; Boussard, Cyrille; Brun, Reto; Croft, Simon L.; Yardley, Vanessa; Ruiz Perez, Luis M.; Gonzalez Pacanowska, Dolores; Gilbert, Ian H.
Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 22 p. 4693 - 4711
反应条件
1: With potassium hydroxide in methanol; water
T=60°C; 1 h;
2: With hydrogenchloride; water in methanol
T=20°C; 4 h;
参考文献
Lee, Chong-Yew; Chew, Eng-Hui; Go, Mei-Lin
European Journal of Medicinal Chemistry, 2010 , vol. 45, # 7 p. 2957 - 2971
反应条件
1: aq. potassium hydroxide / ethanol / 20 °C
2: 470 mg / hydrochloric acid / methanol / 0.5 h / 70 °C
3: 92 percent / sodium acetate / ethanol / 1 h / Heating
View Scheme
参考文献
Deodhar, Mandar; Black, David StC; Kumar, Naresh
Tetrahedron, 2007 , vol. 63, # 24 p. 5227 - 5235
反应条件
sodium hydroxide in ethanol
T=20°C; 96 h;
参考文献
Lee, Eunyoung; Jang, Inhye; Shin, Min Jung; Cho, Hee-Ju; Kim, Jungsook; Eom, Ji-Eun; Kwon, Youngjoo; Na, Younghwa
Bulletin of the Korean Chemical Society, 2011 , vol. 32, # 9 p. 3459 - 3464