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ChemicalBook CAS DataBase List 1-methyl-2-oxo-1,2-dihydroquinoline-4-carboxylic acid(SALTDATA: FREE)
62542-44-3

1-methyl-2-oxo-1,2-dihydroquinoline-4-carboxylic acid(SALTDATA: FREE) synthesis

7synthesis methods
-

Yield:62542-44-3 100%

Reaction Conditions:

Stage #1: methyl 1-methyl-2-oxo-1,2-dihydroquinoline-4-carboxylatewith lithium hydroxide;water in tetrahydrofuran at 20; for 16 h;
Stage #2: with hydrogenchloride in ethyl acetate;

Steps:

47

Lithium hydroxide (1.45 g, 34.5 mmol) was added to a solution of dihydroquinoline ester a (1.50 g, 6.91 mmol) in THF (40 mL), followed by water (10 mL). The mixture was stirred at RT for 16 h. It was concentrated in vacuo, diluted with EtOAc (100 mL) and 0.5 N HCl (100 mL). A white solid precipitated and was collected by filtration, washed with water. The EtOAc was separated, dried (MgSO4), concentrated in vacuo to afford a white solid product. A combined yields of 1.41 g (100%) of dihydroquinoline acid b as a white solid, which was used with out further purification.

References:

WO2006/69063,2006,A1 Location in patent:Page/Page column 96