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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1595067Generated: October 26, 2026

Sodium ethoxide → Diethyl acetamide 2-(4-octanoyl phenyl)ethyl malonate

https://huagongshe.com/reaction/1595067

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ethoxideHCID 2723922—
Reactant2-(4-Octanoyl phenyl)ethyl p-toluene sulfonateHCID 11047707—
ReactantDiethyl acetamide malonateHCID 22466969—
SolventEthanolHCID 702—
ProductDiethyl acetamide 2-(4-octanoyl phenyl)ethyl malonateHCID 86757349—

Reaction Conditions

Temperature60 °C

Reaction Steps

2-(4-Octanoyl phenyl)ethyl p-toluene sulfonate prepared in the step D-1 (500 mg), diethyl acetamide malonate (810 mg) and sodium ethylate (313 mg) were dissolved in anhydrous ethanol (1.5 ml)—anhydrous N,N-dimethylformamide (6 ml) to obtain a solution. The solution was stirred under atmosphere of nitrogen at 60° C. overnight. The reaction solution was poured into ice water, extracted with ether, and washed with saturated saline solution. The extracted solution was dried over anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography using hexane-ethyl acetate (1:0→3:1) as an eluate to obtain diethyl acetamide-2-(4-octanoyl phenyl)ethyl malonate (417 mg) in the form of colorless crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06284915B1
Source datasetuspto-grants-2001_09
ORD IDord-db37e0d601534b61a0ee22c4ffd2be56
Source noteuspto-grants-2001_09