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ChemicalBook CAS DataBase List 7-Methoxycoumarin
531-59-9

7-Methoxycoumarin synthesis

12synthesis methods
-

Yield:531-59-9 95%

Reaction Conditions:

Stage #1:7-hydroxy-2H-chromen-2-one with potassium hydroxide in acetonitrile for 0.5 h;
Stage #2:dimethyl sulfate in acetonitrile at 40; for 48 h;

Steps:

4.1.2 Preparation of 1, 7 and 13 (Scheme 1a)
General procedure: 0.4g of SM1 (2.2mmol), SM2 (2.4mmol) and SM3 (2.2mmol), respectively, were dissolved with CH3CN (2.0mL). After that, solid KOH (1.5 or 3 equivalents) was added, and stirred during thirty minutes. 2.1 equivalents of dimethyl sulfate (Me2SO4) were added to the mixture and heating for 48h at 40°C. Finally, when reaction was completed (monitored by TLC analysis), the solid was filtered off and dried to afford the corresponding compounds 1 (6,7-dimethoxy-2H-chromen-2-one), 7 (7-methoxy-2H-chromen-2-one) and 13 (7-methoxy-4-methyl-2H-chromen-2-one), respectively.

References:

Sánchez-Recillas, Amanda;Navarrete-Vázquez, Gabriel;Hidalgo-Figueroa, Sergio;Rios, María Yolanda;Ibarra-Barajas, Maximiliano;Estrada-Soto, Samuel [European Journal of Medicinal Chemistry,2014,vol. 77,p. 400 - 408]

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