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ChemicalBook CAS DataBase List 5,7-Dimethoxycoumarin

5,7-Dimethoxycoumarin synthesis

9synthesis methods
-

Yield:-

Reaction Conditions:

Stage #1:2-hydroxy-4,6-dimethoxybenzaldehyde;Diethyl carbonate with sodium hydride at 135; for 0.5 h;Reflux;
Stage #2: with hydrogenchloride in water; pH=5 - 6

Steps:

Step 1
2,4-Dimethoxy-6-hydroxybenzaldehyde (1, 5g, 1.0 eq.) was dissolved in 5 mL of dimethyl carbonate, and NaH (1.2 g, 1 2 eq.) was added The reaction mixture was refluxed at 135 °C for 30 mins. and then filtered to afford filter cake. The filter cake was dissolved in water, the pH was adjusted to 5-6 with aqueous 2M HCl to get a precipitate. The precipitated solid was collected by Alteration, and was redissolved in EtOAc. The solution was dried over anhydrous Na2S04, and filtered and the solvent was removed under reduced pressure to get the crude product 3, which was used as such for the next step.

References:

NEW YORK UNIVERSITY;THE GOVERNMENT OF THE UNITED STATES OF AMERICA AS REPRESENTED BY THE SECRETARY OF THE DEPARTMENT OF HEALTH AND HUMAN SERVICES;LITTMAN, Dan;HUH, Jun, R.;HUANG, Ruili;HUANG, Wenwei;ENGLUND, Erika, Elaine WO2013/36912, 2013, A2 Location in patent:Paragraph 00366

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