6-氟-3,4-二氢-2H-1-苯并吡喃-2-甲醇合成路线 （共 7 条）
反应条件
1.1: 78 percent / pyridinium chloroformate/SiO2 / CH2Cl2 / 1.5 h / 20 °C 2.1: NaH / dimethylsulfoxide / cooling 2.2: 100 percent / dimethylsulfoxide / 1 h / 20 °C View Scheme
参考文献
Haldar, Pranab; Golla, China Malakondaiah; Swapna, Akula; Kumar, Karri Vijaya; Jawlekar, Suhas; Tummala, Arjun Kumar; Patro, Deepali; Yarraguntla, Sesha Reddy; Ramakrishnan, Srividya; Chimala, Venkata Ramana Reddy
Patent: US2011/250454 A1, 2011 ;
反应条件
1.1: sodium hydrogencarbonate / iodine; 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical / dichloromethane / 0.17 h / 20 °C 1.2: 24 h / 20 - 25 °C 2.1: sodium hydride / dimethyl sulfoxide / 0.5 h 2.2: 1 h / 20 - 25 °C 3.1: isopropyl alcohol / Reflux 4.1: ammonium formate / palladium 10 on activated carbon / methanol / 3 h / Reflux View Scheme
参考文献
Haldar, Pranab; Golla, China Malakondaiah; Swapna, Akula; Kumar, Karri Vijaya; Jawlekar, Suhas; Tummala, Arjun Kumar; Patro, Deepali; Yarraguntla, Sesha Reddy; Ramakrishnan, Srividya; Chimala, Venkata Ramana Reddy
Patent: US2011/250454 A1, 2011 ;
反应条件
1: With sodium tetrahydroborate; sulfuric acid in tetrahydrofuran; diethyl ether
T=0 - 35°C; 0.75 h;
2: With sodium hydroxide in water
pH=7; Product distribution / selectivity;
参考文献
Haldar, Pranab; Golla, China Malakondaiah; Swapna, Akula; Kumar, Karri Vijaya; Jawlekar, Suhas; Tummala, Arjun Kumar; Patro, Deepali; Yarraguntla, Sesha Reddy; Ramakrishnan, Srividya; Chimala, Venkata Ramana Reddy
Patent: US2011/250454 A1, 2011 ;
Location in patent: Page/Page column 12 ;
反应条件
1.1: 86 percent / H2 / Pd/C / acetic acid / 70 - 80 °C / 15001.2 Torr
2.1: Et3N; ClCOOEt / tetrahydrofuran / 10 h / 20 °C
2.2: 90 percent / NaBH4 / tetrahydrofuran; H2O / 5 h / 20 °C
View Scheme
参考文献
Bai, Yihui; Chen, Xinzhi
Journal of Chemical Research, 2006 , # 12 p. 807 - 808
反应条件
1.1: sodium hydrogencarbonate / iodine; 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical / dichloromethane / 0.17 h / 20 °C
1.2: 24 h / 20 - 25 °C
2.1: sodium hydride / dimethyl sulfoxide / 0.5 h
2.2: 1 h / 20 - 25 °C
3.1: isopropyl alcohol / Reflux
4.1: ammonium formate / palladium 10 on activated carbon / methanol / 3 h / Reflux
5.1: hydrogenchloride / methanol / 25 - 35 °C
View Scheme
参考文献
Haldar, Pranab; Golla, China Malakondaiah; Swapna, Akula; Kumar, Karri Vijaya; Jawlekar, Suhas; Tummala, Arjun Kumar; Patro, Deepali; Yarraguntla, Sesha Reddy; Ramakrishnan, Srividya; Chimala, Venkata Ramana Reddy
Patent: US2011/250454 A1, 2011 ;
反应条件
1: With sodium hydrogencarbonate; 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical; iodine in dichloromethane
T=20°C; 0.166667 h;
2: With 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical; iodine in dichloromethane
T=20 - 25°C; 24 h;
参考文献
Haldar, Pranab; Golla, China Malakondaiah; Swapna, Akula; Kumar, Karri Vijaya; Jawlekar, Suhas; Tummala, Arjun Kumar; Patro, Deepali; Yarraguntla, Sesha Reddy; Ramakrishnan, Srividya; Chimala, Venkata Ramana Reddy
Patent: US2011/250454 A1, 2011 ;
Location in patent: Page/Page column 12 ;
反应条件
in diethyl ether; dichloromethane; water
参考文献
Mabire, Dominique Jean-Pierre; Venet, Marc Gaston; Coupa, Sophie; Poncelet, Alain Philippe; Lesage, Anne Simone Josephine
Patent: US2004/82592 A1, 2004 ;
