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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1488160Generated: November 4, 2026

Ethyl orthoformate → (2Z)-2-(Ethoxymethylene)-3-oxobutanenitrile

https://huagongshe.com/reaction/1488160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl orthoformateHCID 31214—
Reactant3-OxobutyronitrileHCID 75579—
SolventAcetic AnhydrideHCID 7918—
Product(2Z)-2-(Ethoxymethylene)-3-oxobutanenitrileHCID 2286777037.2%

Reaction Conditions

Temperature130 °C

Reaction Steps

Into a round-bottom flask, which was purged and maintained with an inert atmosphere of nitrogen, was placed a solution of 3-oxobutanenitrile (compound 257.1, 16.0 g, 193 mmol) in acetic anhydride (48 mL). Triethyl orthoformate (96 mL, 577 mmol) was added and the reaction was stirred for 2 h at 130° C., then concentrated under reduced pressure to obtain the title compound as a red solid (10 g, 37%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428502B2
Source datasetuspto-grants-2016_08
ORD IDord-36cd76d4f8754555b6dc57c789c5b017
Source noteuspto-grants-2016_08