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ChemicalBook CAS DataBase List 7-HYDROXYCOUMARIN-4-ACETIC ACID
6950-82-9

7-HYDROXYCOUMARIN-4-ACETIC ACID synthesis

11synthesis methods
-

Yield: 79%

Reaction Conditions:

Stage #1:citric acid with sulfuric acid at 250; for 1 h;
Stage #2:recorcinol with sulfuric acid at 0;

Steps:

a) Synthesis of compound (I)
The hydrated citric acid (0.1 mol) was mixed with 28 ml of H2SO4(98%) under stirring for 60 min. at 250 °C, then the produced solutionis heated slowly to 75 °C with continuous quite stirring for 45 min. andthe solution turns to yellow color. This followed by quickly cooling ofthe yellow solution to 0 °C, to add both (0.08 mol) resorcinol and11.2 ml H2SO4 in three equivalent contents in the container of an icebath, and then it is kept overnight at 0 °C. After that, the previousproduct was poured into ice and the resulting crystalline white andtreated with NaHCO3 (200 ml 10%, w/v). The filtrate was acidified bythe addition of HCl (133 ml,10%v/v) to reaching the strong acidicmedium (pH 1.43). Finally, the produced compound was purified by itswashing with deionized water and dried in a thermal oven to give theprepared sample [34,35]. (Yield 79%and M.P 205 °C).

References:

Bedair, Mahmoud A.;Elsayed, Badr A.;Elsenety, Mohamed M.;Ibrahem, Ibrahem A. [Inorganic Chemistry Communications,2020,vol. 121]

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