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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2199562Generated: October 30, 2026

Acetic Anhydride → 2-(Ethoxymethylidene)-3-oxobutanenitrile

https://huagongshe.com/reaction/2199562

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantEthyl orthoformateHCID 31214—
Reactant3-OxobutyronitrileHCID 75579—
Product2-(Ethoxymethylidene)-3-oxobutanenitrileHCID 53417028—

Reaction Steps

3-Oxo-butyronitrile (4.94 g, 60.9 mmol), triethylorthoformate (15.0 mL, 90.2 mmol), and acetic anhydride (0.3 mL, 2.7 mmol) were warmed to about 95-115° C. for about 1 hours, over which time a distillate was collected and discarded. After cooling the resultant mixture to room temperature, hexanes were added and a precipitate formed. The resultant mixture was filtered and the solids washed with hexanes, to yield the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359327B2
Source datasetuspto-grants-2016_06
ORD IDord-93bb063287e74f0db43102d4fde5ff13
Source noteuspto-grants-2016_06