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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2114175Generated: October 31, 2026

Sodium hydride → HCID 12363573, compound

https://huagongshe.com/reaction/2114175

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantDiethyl phenylmalonateHCID 66514—
ReactantEthyl 3-bromopropionateHCID 68320—
CatalystTetrabutylammonium IodideHCID 67553—
SolventTetrahydrofuranHCID 8028—
ProductHCID 12363573HCID 12363573109.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

Sodium hydride (520 mg) was dissolved in THF (7 ml), and the solution was cooled to 0° C. and thereto were added diethyl 2-phenylmalonate (2.36 g) and tetrabutyl ammonium iodide (6 mg). The resulting mixture was stirred at room temperature for 0.5 hour and ethyl 3-bromopropionate (1.3 g) was added. The mixture was stirred at room temperature for 4 hours. The reaction solution was filtered through a Celite, and the filtrate was concentrated and purified by column chromatography on silica gel (ethyl acetate:hexane=1:7) to give 2-ethoxycarbonyl-2-phenylpentanedioic acid diethyl ester (2.65 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07432392B2
Source datasetuspto-grants-2008_10
ORD IDord-aa10541b4a6145149e268fd9b108a895
Source noteuspto-grants-2008_10