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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1797280Generated: November 2, 2026

Dimethyl malonate → HCID 10226524, compound

https://huagongshe.com/reaction/1797280

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl malonateHCID 7943—
ReactantSodium hydrideHCID 24758—
Reactant167288-95-1HCID 10905679—
SolventDimethylformamideHCID 6228—
ProductHCID 10226524HCID 10226524—

Reaction Conditions

Temperature20 °C

Reaction Steps

Sodium hydride (75 mg) was added to a solution of dimethyl malonate (387 mg) in dry DMF (5 mL) at 0° C. [(1E)-3-bromoprop-1-enyl](tributyl)stannane (600 mg) was added to the reaction mixture after 10 min. The reaction mixture was stirred for 3 h at 20° C. and then quenched with saturated NH4Cl(aq.). Extraction with EtOAc and drying (MgSO4) of the organic phase gave, after concentration in vacuo, the crude product. Purification was done by chromatography eluting with petroleum ether/Et2O 12:1 to afford the title compound as a liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07034015B2
Source datasetuspto-grants-2006_04
ORD IDord-9fb1341fe3c5408ca196de9ea8b1fa74
Source noteuspto-grants-2006_04