Acetic Acid → HCID 58550541, compound

Participants

Reaction Steps

A mixture of 1-[2-(tetrahydro-furan-2-ylmethoxy)-phenyl]-ethanone (2.22 g, 0.01 mol) and diethylcarbonat (10 mL, 0.083 mol) in anhydrous toluene (20 mL) was added dropwise to a suspension NaH (1.0 g, 0.025 mol) in anhydrous toluene (20 mL). After addition, the mixture refluxed for 2 h, cooled and poured slowly into a solution AcOH (3 mL) and water (50 mL). After separated the organic layer, the aqueous layer was extracted with ethyl acetate (2×50 mL). Organic layers were combined, washed with water (20 mL), then dried over anhydrous sodium sulfate and concentrated. The residue was purified by flash chromatography on silica gel (eluent hexane-ethylacetate, 1:5) to obtain 1.85 g (64%) 3-oxo-3-[2-(tetrahydro-furan-2-ylmethoxy)-phenyl]-propionic acid ethyl ester as yellow oil.

Provenance & Evidence