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2-Quinolinecarboxylic acid, 5,6,7,8-tetrahydro-8-oxo- synthesis

3synthesis methods
238755-38-9 Synthesis
2-Quinolinecarboxaldehyde,5,6,7,8-tetrahydro-8-oxo-(9CI)

238755-38-9
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2-Quinolinecarboxylic acid, 5,6,7,8-tetrahydro-8-oxo-

238755-39-0
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Yield:238755-39-0 93%

Reaction Conditions:

with formic acid;dihydrogen peroxide in water;

Steps:

1 6,7-Dihydro-8(5H)-quinolinone-2-carboxylic acid (5)

6,7-Dihydro-8(5H)-quinolinone-2-carboxylic acid (5) To a 500 mL Erlenmeyer flask equipped with a stirring bar were added 6,7-dihydro-8(5H)-quinolinone-2-carboxaldehyde (4, 15.0 g, 85.6 mmol) and formic acid (17.0 g, 0.3 70 mmol). The mixture was stirred until clear solution was formed. Then 30% H2O2 aqueous solution (28.0 g) was added dropwise at 0° C. over a period of 10 mm. After the solid was formed, water (50 mL) was added and the resulting mixture was refrigerated overnight. The white precipitate was collected by vacuum filtration, washed with ice cold water and dried in vacuo to give carboxylic acid 5 (15.2 g, 93%). Physical data see A. B. Khasanov's Ph. D. Thesis (2000).

References:

US2002/81626,2002,A1