ChemicalBook CAS DataBase List 3-Quinolinecarboxylic acid, 1,2-dihydro-4-hydroxy-2-oxo-, Methyl ester

3-Quinolinecarboxylic acid, 1,2-dihydro-4-hydroxy-2-oxo-, Methyl ester synthesis

11synthesis methods

Product Name:3-Quinolinecarboxylic acid, 1,2-dihydro-4-hydroxy-2-oxo-, Methyl ester
CAS Number:73776-19-9
Molecular formula:C11H9NO4
Molecular Weight:219.19

Benzoic acid, 2-[(3-ethoxy-1,3-dioxopropyl)amino]-, methyl ester

159657-34-8
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3-Quinolinecarboxylic acid, 1,2-dihydro-4-hydroxy-2-oxo-, Methyl ester

73776-19-9
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Yield:73776-19-9 96.5%

Reaction Conditions:

with sodium in methanol;toluene; for 4 h;Reflux;

Steps:

3 Synthesis of 4-hydroxy-3-methoxycarbonyl-2-quinolinone

A 250 mL round bottom flask was charged with 10 mL of anhydrous methanol and 0.40 g (17.2 mmol) of sodium metal. After the sodium had completely disappeared, 100 mL of anhydrous toluene was added, After sufficient stirring, 4.56 g was added (17.2 mmol) of intermediate I-c1 was heated at reflux for 4 h. The reaction was cooled to 0 ° C in an ice bath and 100 mL of ice was added under ice-cooling The reaction liquid was diluted with water, the toluene phase was separated by liquid separation, and the aqueous phase was adjusted to acidity by addition of hydrochloric acid under ice-cooling. A large amount of white solid Filtered, washed with anhydrous ether to give a white solid I-c2 3.64g, yield 96.5%

References:

CN103508950,2016,B Location in patent:Paragraph 0073; 0075

118-48-9 Synthesis