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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 890652Generated: October 30, 2026

Diethyl Malonate → HCID 69590757, compound

https://huagongshe.com/reaction/890652

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl MalonateHCID 7761—
ReactantSodium hydrideHCID 24758—
ReactantHCID 21866742HCID 21866742—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69590757HCID 6959075782.2%

Reaction Steps

To 15 ml of dry tetrahydrofuran and 7 ml of dry N,N-dimethylformamide, 0.88 g of 60% sodium hydride was added. To the mixture was added dropwise 4.40 g of diethyl malonate with stirring under ice-cooling. After 15-minute-stirring, a solution of 3.93 g of 3-{[5-methyl-2-(p-tolyl)oxazol-4-yl]methyl}benzyl bromide/5 ml of dry tetrahydrofuran was added and stirred for 1 hour under ice-cooling. The reaction solution was poured into ice-cold water, extracted with ethyl acetate, washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (Wakogel® C-200, n-hexane:ethyl acetate=5:1) to provide 3.95 g of the objective compound as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06998412B2
Source datasetuspto-grants-2006_02
ORD IDord-08a406fe039b49719b64caa3d3347772
Source noteuspto-grants-2006_02