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ChemicalBook CAS DataBase List TERT-BUTYL 5-HYDROXY-3,4-DIHYDROQUINOLINE-1(2H)-CARBOXYLATE
497068-73-2

TERT-BUTYL 5-HYDROXY-3,4-DIHYDROQUINOLINE-1(2H)-CARBOXYLATE synthesis

3synthesis methods
-

Yield:497068-73-2 94%

Reaction Conditions:

in 1,4-dioxane; for 24 h;

Steps:

9.a

Example 9 (2-CHLORO-3-TRIFLUOROMETHYL-BENZYL)- (2, 2-DIPHENYL-ETHYL)- [3- (1-METHYL-1, 2,3, 4- tetrahydro-quinolin-5-yloxy)-propyl]-amine a) 5-Hydroxy-3, 4-DIHYDRO-2H-QUINOLINE-1-CARBOXYLIC acid tert-butyl ester To a stirring solution of 5-hydroxy tetrahydroquinoline (C. J. Cavallito, T. H. Haskell, J. Am. Chem. Soc. 1944,66, 1166) (0.86 g, 5.34 MMOL) in dioxane (25 ML) under argon was added DI-TEFF-BUTYIDICARBONATE (1.16 g, 5.34 MMOL). The reaction mixture was stirred for 24 h and concentrated in vacuo to afford an oil. The crude carbamate was diluted with diethyl ether, and water was added. The ether layer was separated, dried over MGS04, filtered, and concentrated to afford a thick oil. Recrystallization from methylene chloride-hexane afforded yellow crystals, 1.25 g (94%).

References:

WO2005/23188,2005,A2 Location in patent:Page/Page column 34

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