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结构式
乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
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乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
22105-23-3
合成路线
(共 10 条)
65547-63-9
→
反应条件
22105-23-3
反应条件
hydrogenchloride in methanol; water T=20°C; 14 h; Inert atmosphere;
参考文献
Stubbing, Louise A.; Li, Freda F.; Furkert, Daniel P.; Caprio, Vittorio E.; Brimble, Margaret A.
Tetrahedron, 2012 , vol. 68, # 34 p. 6948 - 6956
→
反应条件
22105-23-3
反应条件
potassium carbonate in N,N-dimethyl-formamide T=50 - 60°C; 12 h;
参考文献
Rhizen Pharmaceuticals SA
Patent: US2012/289496 A1, 2012 ;
Location in patent: Page/Page column 100-101 ;
703-23-1
1-(2-羟基-6-甲氧基苯基)乙基-1-酮
→
反应条件
22105-23-3
反应条件
2: t-BuOK 3: HCl View Scheme
参考文献
Ares, Jeffrey J.; Outt, Pamela E.; Randall, Jared L.; Johnston, Jeffrey N.; Murray, Peter D.; O'Brien, Linda M.; Weisshaar, Pamela S.; Ems, Beth L.
Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 8 p. 995 - 998
120484-50-6
2-氟-6-甲氧基苯乙酮
→
反应条件
22105-23-3
反应条件
1: AlCl3, aluminium chloride / dichloromethane / 12 h / 20 °C 2: pyridine / dichloromethane / 3 h / 45 °C / Cooling with ice 3: sodium hydride / dimethyl sulfoxide / 12 h / 100 °C 4: potassium carbonate / N,N-dimethyl-formamide / 12 h / 50 - 60 °C View Scheme
参考文献
RHIZEN PHARMACEUTICALS SA; NAGARATHNAM, Dhanapalan; VAKKALANKA, Swaroop Kumar, V.S.; MUTHUPPALANIAPPAN, Meyyappan; VISWANADHA, Srikant; BABU, Govindarajulu; BHAVAR, Prashant, Kashinath
Patent: WO2012/151525 A1, 2012 ;
WO 2012/151525 A1
93339-98-1
2'-氟-6'-羟基苯乙酮
→
反应条件
22105-23-3
反应条件
1: pyridine / dichloromethane / 3 h / 45 °C / Cooling with ice 2: sodium hydride / dimethyl sulfoxide / 12 h / 100 °C 3: potassium carbonate / N,N-dimethyl-formamide / 12 h / 50 - 60 °C View Scheme
参考文献
RHIZEN PHARMACEUTICALS SA; NAGARATHNAM, Dhanapalan; VAKKALANKA, Swaroop Kumar, V.S.; MUTHUPPALANIAPPAN, Meyyappan; VISWANADHA, Srikant; BABU, Govindarajulu; BHAVAR, Prashant, Kashinath
Patent: WO2012/151525 A1, 2012 ;
WO 2012/151525 A1
146137-74-8
2-氟-6-甲氧基苯甲醛
→
反应条件
22105-23-3
反应条件
1.1: magnesium / diethyl ether / 12 h / 20 °C 1.2: 0 °C 2.1: dipyridinium dichromate / N,N-dimethyl-formamide / 12 h / 20 °C 3.1: AlCl3, aluminium chloride / dichloromethane / 12 h / 20 °C 4.1: pyridine / dichloromethane / 3 h / 45 °C / Cooling with ice 5.1: sodium hydride / dimethyl sulfoxide / 12 h / 100 °C 6.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 50 - 60 °C View Scheme
参考文献
RHIZEN PHARMACEUTICALS SA; NAGARATHNAM, Dhanapalan; VAKKALANKA, Swaroop Kumar, V.S.; MUTHUPPALANIAPPAN, Meyyappan; VISWANADHA, Srikant; BABU, Govindarajulu; BHAVAR, Prashant, Kashinath
Patent: WO2012/151525 A1, 2012 ;
WO 2012/151525 A1
456-49-5
3-氟苯甲醚
→
反应条件
22105-23-3
反应条件
1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 - 0 °C 1.2: 1 h 2.1: magnesium / diethyl ether / 12 h / 20 °C 2.2: 0 °C 3.1: dipyridinium dichromate / N,N-dimethyl-formamide / 12 h / 20 °C 4.1: AlCl3, aluminium chloride / dichloromethane / 12 h / 20 °C 5.1: pyridine / dichloromethane / 3 h / 45 °C / Cooling with ice 6.1: sodium hydride / dimethyl sulfoxide / 12 h / 100 °C 7.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 50 - 60 °C View Scheme
参考文献
RHIZEN PHARMACEUTICALS SA; NAGARATHNAM, Dhanapalan; VAKKALANKA, Swaroop Kumar, V.S.; MUTHUPPALANIAPPAN, Meyyappan; VISWANADHA, Srikant; BABU, Govindarajulu; BHAVAR, Prashant, Kashinath
Patent: WO2012/151525 A1, 2012 ;
WO 2012/151525 A1
120484-49-3
→
反应条件
22105-23-3
反应条件
1: dipyridinium dichromate / N,N-dimethyl-formamide / 12 h / 20 °C 2: AlCl3, aluminium chloride / dichloromethane / 12 h / 20 °C 3: pyridine / dichloromethane / 3 h / 45 °C / Cooling with ice 4: sodium hydride / dimethyl sulfoxide / 12 h / 100 °C 5: potassium carbonate / N,N-dimethyl-formamide / 12 h / 50 - 60 °C View Scheme
参考文献
RHIZEN PHARMACEUTICALS SA; NAGARATHNAM, Dhanapalan; VAKKALANKA, Swaroop Kumar, V.S.; MUTHUPPALANIAPPAN, Meyyappan; VISWANADHA, Srikant; BABU, Govindarajulu; BHAVAR, Prashant, Kashinath
Patent: WO2012/151525 A1, 2012 ;
WO 2012/151525 A1
1408087-54-6
→
反应条件
22105-23-3
反应条件
1: sodium hydride / dimethyl sulfoxide / 12 h / 100 °C 2: potassium carbonate / N,N-dimethyl-formamide / 12 h / 50 - 60 °C View Scheme
参考文献
RHIZEN PHARMACEUTICALS SA; NAGARATHNAM, Dhanapalan; VAKKALANKA, Swaroop Kumar, V.S.; MUTHUPPALANIAPPAN, Meyyappan; VISWANADHA, Srikant; BABU, Govindarajulu; BHAVAR, Prashant, Kashinath
Patent: WO2012/151525 A1, 2012 ;
WO 2012/151525 A1
135831-50-4
→
反应条件
22105-23-3
反应条件
1: t-BuOK 2: HCl View Scheme
参考文献
Ares, Jeffrey J.; Outt, Pamela E.; Randall, Jared L.; Johnston, Jeffrey N.; Murray, Peter D.; O'Brien, Linda M.; Weisshaar, Pamela S.; Ems, Beth L.
Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 8 p. 995 - 998