8-HYDROXYQUINOLINE-7-CARBOXYLIC ACID synthesis
- Product Name:8-HYDROXYQUINOLINE-7-CARBOXYLIC ACID
- CAS Number:19829-79-9
- Molecular formula:C10H7NO3
- Molecular Weight:189.17
148-24-3
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19829-79-9
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Yield: 38%
Reaction Conditions:
Stage #1:8-quinolinol with potassium tert-butylate in tetrahydrofuran for 1 h;Reflux;
Stage #2:carbon dioxide in N,N-dimethyl-formamide at 115 - 120; for 3 h;
Steps:
8-Hydroxyquinoline-7-carboxylic acid (2b)
General procedure: To the solution of 1a, 1b or 1c (100 mmol) in THF (200 mL), ButOK was added (11.2 g, 100 mmol), respectively. The reaction mixture was vigorously stirred under reflux for an hour. The volatiles were evaporated and the residue was dissolved in dry DMF (100 mL) followed by heating the reaction mixture to 115 °C. Subsequently, dry CO2 was passed through the reaction mixture for 3 h in the temperature range 115-120 °C. The reaction mixture was cooled down to room temperature and the residue was acidified by water solution of hydrochloric acid (1%), and was filtered off. The solid was dissolved in water solution of K2CO3 with further filtration. The water layer was acidified by water solution of hydrochloric acid (1%), and the solid was filtered. The crude product was dried over P4O10 and purified by extraction at Soxhlet apparatus (AcOEt).
References:
Nycz, Jacek E.;Malecki, Grzegorz J. [Journal of Molecular Structure,2013,vol. 1032,p. 159 - 168]
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1000210-73-0
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19829-79-9
83 suppliers
$45.00/50mg
124-38-9
130 suppliers
$175.00/23402
1000210-73-0
0 suppliers
inquiry
19829-79-9
83 suppliers
$45.00/50mg