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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 17883Generated: October 26, 2026

Acetic Acid → Ethyl 3-[3-(benzyloxy)phenyl]-3-oxopropanoate

https://huagongshe.com/reaction/17883

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantDiethyl CarbonateHCID 7766—
ReactantSodium hydrideHCID 24758—
Reactant1-(3-(Phenylmethoxy)phenyl)ethan-1-oneHCID 98689—
ProductEthyl 3-[3-(benzyloxy)phenyl]-3-oxopropanoateHCID 1033484784%

Reaction Conditions

Temperature60 °C

Reaction Steps

1-(3-Benzyloxyphenyl)ethanone (218 g, 966.10 mmol) was dissolved in diethyl carbonate and sodium hydride (60% oil) (46.37 g, 1.15 mmol) was slowly added thereto at 0° C., and then stirred for 3 hours at 60° C. After the reaction was completed, ice water and acetic acid were added to the reaction mixture, extracted with ethyl acetate/saturated sodium chloride, the organic layer was separated, and dried over anhydrous magnesium sulfate. The solvent was removed under a reduced pressure and the resulting residue was purified by column chromatography (ethyl acetate:hexane=1:10) to obtain 3-(3-benzyloxyphenyl)-3-oxopropionate ethyl ester (184.68 g, yield 84%) in an oil state.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07741323B2
Source datasetuspto-grants-2010_06
ORD IDord-444829afa1d64032803c8a8149fb905d
Source noteuspto-grants-2010_06