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ChemicalBook CAS DataBase List 5-(ETHOXYMETHYL)-2-FURALDEHYDE

5-(ETHOXYMETHYL)-2-FURALDEHYDE synthesis

12synthesis methods
-

Yield: 74% , 6%

Reaction Conditions:

with calcium carbonate for 1 h;Reflux;

Steps:

5 Method b
4.5
5-Ethoxymethylfurfural (4)
Compound 2 (500 mg, 2.65 mmol) and CaCO3 (265 mg, 2.65 mmol) were stirred in ethanol (10 mL) until dissolution of 2.
Then reaction mixture was placed on the oil bath and refluxed for 1 h.
After this reaction mixture was cooled down, evaporated to the small volume and partitioned between Et2O (30 mL) and water (30 mL).
Water fraction was additionally extracted with Et2O (3 * 30 mL).
Organic fractions were combined and dried with Na2SO4, then volatiles were removed to give crude 4 (387 mg, 95%) as yellowish oil.
Analysis showed that crude product contained also 9% of 6.

References:

Bredihhin, Aleksei;Mäeorg, Uno;Vares, Lauri [Carbohydrate Research,2013,vol. 375,p. 63 - 67]