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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1872551Generated: November 5, 2026

Sodium hydride → HCID 53948311, compound

https://huagongshe.com/reaction/1872551

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantDiethyl phenylmalonateHCID 66514—
ReactantHCID 18408742HCID 18408742—
SolventTetrahydrofuranHCID 8028—
ProductHCID 53948311HCID 5394831155%

Reaction Steps

Phenylmalonic acid diethyl ester (8.8 mmol) dissolved in 5 ml absolute tetrahydrofuran is added dropwise to 20 ml absolute tetrahydrofuran and sodium hydride (9.7 mmol). Then 4-p-tolylbutyl bromide (8.8 mmol) dissolved in 10 ml absolute tetrahydrofuran is added after 15 minutes. It is heated for 3 days under reflux. The solvent is concentrated in a vacuum. The residue is taken up in 50 ml acette and extracted with 2×50 ml water. The organic phase is dried over magnesium sulfate, filtered and concentrated by evaporation. It is purified by chromatography on silica gel (heptane/ethyl acetate 9:1). Yield 55% colouriess oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06110924
Source datasetuspto-grants-2000_08
ORD IDord-254baf31a1684e93b0690ee94435397e
Source noteuspto-grants-2000_08