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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1849949Generated: October 29, 2026

Dimethyl Sulfate → 3-Methoxy glutaronitrile

https://huagongshe.com/reaction/1849949

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfateHCID 6497—
ReactantSodium hydrideHCID 24758—
Reactant1,3-Dicyano-2-propanolHCID 361762—
SolventTetrahydrofuranHCID 8028—
Product3-Methoxy glutaronitrileHCID 1550100682%

Reaction Conditions

Temperature0 °C

Reaction Steps

Into a tetrahydrofuran solution, 0.7 g of sodium hydride was added. After cooling to 0° C., 3 g of 3-hydroxyglutaronitrile dissolved in a tetrahydrofuran solvent was slowly dropped. After completing the dropping, dimethyl sulfate was slowly added dropwise and stirred at 0° C. for 15 minutes. After stirring at room temperature for 6 hours, the reactant was extracted using water and dichloromethane and distilled under a reduced pressure to obtain 3-methoxy glutaronitrile (yield 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08956769B2
Source datasetuspto-grants-2015_02
ORD IDord-6663b6a438744311b993b5b0db71a312
Source noteuspto-grants-2015_02