alpha,alpha-二甲基苯乙酸合成路线 (共 89 条)
反应条件
1: 99 percent / LiAlH4 / diethyl ether 2: 97 percent / Et3N; 4-pyrrolidinopyridine / 0.33 h / 20 °C 3: 63.5 percent / AlCl3 / CS2 / 1.5 h / 0 - 5 °C 4: 68 percent / p-TsOH*H2O / benzene / 24 h / Heating 5: 99 percent / NaOH; MeOH / 0.5 h / 20 °C 6: 89 percent / Jones reagent / acetone / 0 °C 7: 92 percent / diethyl ether / 0 °C 8: 89 percent / HCl; H2O / tetrahydrofuran / 15 h / 20 °C View Scheme
参考文献
Di Giacomo, Barbara; Coletta, Donato; Natalini, Benedetto; Ni, Ming-Hong; Pellicciari, Roberto
Farmaco, 1999 , vol. 54, # 9 p. 600 - 610
反应条件
1: 99 percent / LiAlH4 / diethyl ether 2: 97 percent / Et3N; 4-pyrrolidinopyridine / 0.33 h / 20 °C 3: 63.5 percent / AlCl3 / CS2 / 1.5 h / 0 - 5 °C 4: 68 percent / p-TsOH*H2O / benzene / 24 h / Heating 5: 99 percent / NaOH; MeOH / 0.5 h / 20 °C 6: 89 percent / Jones reagent / acetone / 0 °C 7: 92 percent / diethyl ether / 0 °C 8: 89 percent / HCl; H2O / tetrahydrofuran / 15 h / 20 °C 9: 95 percent / NaBH4 / methanol; tetrahydrofuran / 0.5 h / 0 °C 10: 44 percent / K2CO3; KI / dimethylformamide; toluene / 7 h / Heating View Scheme
参考文献
Divi's Laboratories Limited
Patent: EP2532644 A1, 2012 ;
反应条件
hydrogenchloride; thionyl chloride; potassium carbonate in water; toluene
参考文献
Merrell Pharmaceuticals Inc.
Patent: US6147216 A1, 2000 ;
反应条件
1: 99 percent / LiAlH4 / diethyl ether 2: 97 percent / Et3N; 4-pyrrolidinopyridine / 0.33 h / 20 °C 3: 63.5 percent / AlCl3 / CS2 / 1.5 h / 0 - 5 °C View Scheme
参考文献
Yu, Zhoujie; Wang, Wei; Chen, Liqin
Journal of Labelled Compounds and Radiopharmaceuticals, 2011 , vol. 54, # 7 p. 352 - 356
反应条件
[bis(acetoxy)iodo]benzene; potassium acetate; palladium diacetate; N-acetyl-glycine in tert-butyl alcohol T=100°C; 12 h; Sealed tube; Reagent/catalystTemperature;
参考文献
Cheng, Xiu-Fen; Li, Yan; Su, Yi-Ming; Yin, Feng; Wang, Jian-Yong; Sheng, Jie; Vora, Harit U.; Wang, Xi-Sheng; Yu, Jin-Quan
Journal of the American Chemical Society, 2013 , vol. 135, # 4 p. 1236 - 1239
反应条件
[bis(acetoxy)iodo]benzene; silver(I) acetate; caesium acetate; sodium acetate; palladium diacetate in chlorobenzene; tert-butyl alcohol T=100°C; 12 h; Inert atmosphere; Overall yield = 40 percent;
参考文献
Yang, Mingyu; Jiang, Xingyu; Shi, Wen-Juan; Zhu, Qi-Lei; Shi, Zhang-Jie
Organic Letters, 2013 , vol. 15, # 3 p. 690 - 693
反应条件
bromine; mercury(II) oxide in tribromo methane T=8°C; 0.25 h;
参考文献
Journal of Organic Chemistry USSR (English Translation), , vol. 16, # 10 p. 1775 - 1779
Zhurnal Organicheskoi Khimii, , vol. 16, # 10 p. 2086 - 2091
反应条件
1: 99 percent / LiAlH4 / diethyl ether
2: 97 percent / Et3N; 4-pyrrolidinopyridine / 0.33 h / 20 °C
View Scheme
参考文献
Yu, Zhoujie; Wang, Wei; Chen, Liqin
Journal of Labelled Compounds and Radiopharmaceuticals, 2011 , vol. 54, # 7 p. 352 - 356
反应条件
hydrogen; platinum(IV) oxide
参考文献
Gros,G.; Giral,L.
Bulletin de la Societe Chimique de France, 1970 , p. 1115 - 1121
反应条件
3: POCl3 / pyridine
View Scheme
参考文献
Brown,H.C.; Kim,C.J.
Journal of the American Chemical Society, 1968 , vol. 90, p. 2082 - 2096