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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 598097Generated: October 30, 2026

Diethyl (ethoxymethylene)malonate → HCID 67267578, compound

https://huagongshe.com/reaction/598097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl (ethoxymethylene)malonateHCID 6871—
ReactantHCID 67266808HCID 67266808—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67267578HCID 67267578—

Reaction Conditions

Temperature-78 °C

Reaction Steps

N-[(6-mesitylpyridin-2-yl)methyl]-N-propylpropan-1-amine (0.71 g, 2.29 mmol), was dissolved in tetrahydrofuran (15 mL). The solution was cooled to −78° C. and n-butyllithium (2.5M, 1.0 mL, 2.51 mmol) was added drop wise. After 0.5 h, diethyl ethoxymethylene malonate (0.48 mL, 2.40 mmol) was added. The reaction was removed from the dry ice bath and allowed to warm to room temperature. The mixture was quenched with water, extracted with ether, dried over sodium sulfate, filtered and concentrated. Flash chromatography gave 0.65 g (59% yield) of an isomeric mixture of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07897607B2
Source datasetuspto-grants-2011_03
ORD IDord-3c2d3cb0627a41b185d0b53f9ae56b40
Source noteuspto-grants-2011_03