Bergmann; Bergmann
Journal of the American Chemical Society, 1937 , vol. 59, p. 1443,1448
Journal of the American Chemical Society, 1938 , vol. 60, p. 1805
1: 1-(3-aminopropyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile; (-)-di-p-toluoyl tartaric acid salt With sodium hydroxide in water; toluene pH=11 - 13; 2: formaldehyd; formic acid in water T=95 - 100°C; 3 - 4 h; 3: oxalic acid With hydrogenchloride more than 3 stages;
参考文献
DR. REDDY'S LABORATORIES, INC.; DR. REDDY'S LABORATORIES LTD.
Patent: WO2005/47274 A1, 2005 ;
Location in patent: Page/Page column 33 ;
1: (S)-(-)-4-[4-(dimethylamino)-l-(4-fluorophenyl)-1-hydroxybutyl]-3-(hydroxymethyl)benzonitrile, hemi (+)-di-p-toluoyl-D-tartaric acid salt With ammonia in dichloromethane; water pH=9; 2: With triethylamine; p-toluenesulfonyl chloride in dichloromethane T=5°C; 1 h; 3: oxalic acid in acetone
参考文献
SANDOZ AG
Patent: WO2007/82771 A1, 2007 ;
Location in patent: Page/Page column 25 ;
carbon monoxide; palladium on activated charcoal; 1,4-di(diphenylphosphino)-butane in ethylene glycol dimethyl ether T=150°C; P=30400 Torr; 24 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Ali, B. El; Vasapollo, G.; Alper, H.
Journal of Organic Chemistry, 1993 , vol. 58, # 17 p. 4739 - 4741