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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1929805Generated: November 2, 2026

Acetic Anhydride → α-(Acetyloxy)-α-methylcyclopropaneacetonitrile

https://huagongshe.com/reaction/1929805

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactantalpha-Methyl-alpha-((trimethylsilyl)oxy)cyclopropaneacetonitrileHCID 588006—
CatalystScandium(III) triflateHCID 2734571—
SolventAcetonitrileHCID 6342—
Productα-(Acetyloxy)-α-methylcyclopropaneacetonitrileHCID 2110972287.5%

Reaction Steps

To a well stirred and ice-cooled solution of 2-cyclopropyl-2-trimethylsilanyloxy-propionitrile (188.5 g, 1.03 mol) in acetonitrile (1000 mL) was added acetic anhydride (194 mL, 2.06 mol) and scandium trifluoromethanesulfonate (5 g, 10.3 mmol). The temperature rose to ˜10° C. and stirring was continued for 15′ at room temperature. The solvent was evaporated in vacuo and the residue was distilled to yield 138 g of the title compound as colorless liquid, bp: 84-86° C./6 mbar.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188093B2
Source datasetuspto-grants-2012_05
ORD IDord-43665291a7f949e8bef2c8d30872cc16
Source noteuspto-grants-2012_05