Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943910Generated: November 3, 2026

Acetonitrile → 3-(2-Methylcyclopropyl)-3-oxopropanenitrile

https://huagongshe.com/reaction/1943910

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantEthyl 2-methylcyclopropanecarboxylateHCID 89405—
ReactantPotassium 2,2-dimethylpropan-1-olateHCID 23675521—
SolventTetrahydrofuranHCID 8028—
Product3-(2-Methylcyclopropyl)-3-oxopropanenitrileHCID 43115673—

Reaction Steps

Acetonitrile (0.102 mL, 1.95 mmol) was dissolved in THF. Potassium 2,2-dimethylpropan-1-olate (3.44 mL, 5.85 mmol) was added, followed by addition of ethyl-2-methylcyclopropanecarboxylate (1.0 g, 7.80 mmol). After five minutes, the reaction mixture was quenched with 1N HCl and then partitioned with EtOAc. The organic layer was washed with water (3×), brine, dried over Na2SO4 and concentrated to give 3-(2-methylcyclopropyl)-3-oxopropanenitrile as an oil, which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394795B2
Source datasetuspto-grants-2013_03
ORD IDord-cddf1b2ef8ff487eaa7b4c61292d63a7
Source noteuspto-grants-2013_03