ChemicalBook CAS DataBase List 7-Ethoxycoumarin

7-Ethoxycoumarin synthesis

5synthesis methods

Product Name:7-Ethoxycoumarin
CAS Number:31005-02-4
Molecular formula:C11H10O3
Molecular Weight:190.2

74-96-4 Synthesis

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31005-02-4
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Yield: 92%

Reaction Conditions:

Stage #1:7-hydroxy-2H-chromen-2-one with potassium carbonate in acetone for 0.25 h;Inert atmosphere;Reflux;
Stage #2:ethyl bromide in acetoneInert atmosphere;Reflux;

Steps:

General procedure for the synthesis of 7-O-alkylumbelliferone (1a-j):
General procedure: In a 50 mL two necked round-bottomed flask equipped with a magnetic stirrer, a condenser, and a nitrogen inlet,umbelliferone (1 equiv.), K2CO3 (3 equiv.) and 10 mL of anhydrous acetone were added. The mixture was heated underreflux for 15 min under nitrogen atmosphere and cooledto room temperature before the dropwise addition of alkylbromide (1.5 equiv.). The resulting mixture was heated underreflux for another 2-6 h. The reaction was quenched withwater (10 mL), followed by extraction with EtOAc (2×50 mL)and washed with brine solution. After drying (Na2SO4) andremoval of the solvent, the residue was purified by columnchromatography using hexane/EtOAc as mobile phase (gradientelution), to afford the corresponding compounds 1aj14.All the derivatives were characterized by 1H, 13C NMRand mass data.

References:

Yadav, Nisha;Auti, Prashant;George, Ginson;Paul, Atish T. [Journal of the Indian Chemical Society,2020,vol. 97,# 8,p. 1265 - 1271]

93-35-6
481 suppliers
$6.00/100mg