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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1692928Generated: October 31, 2026

Dimethylformamide → 1-(Cyanomethyl)-3-methylenecyclobutanecarbonitrile

https://huagongshe.com/reaction/1692928

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CyanideHCID 9032—
Reactant(1-Cyano-3-methylenecyclobutyl)methyl methanesulfonateHCID 86634345—
SolventWaterHCID 962—
Product1-(Cyanomethyl)-3-methylenecyclobutanecarbonitrileHCID 66824383—

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of (1-cyano-3-methylenecyclobutyl)methyl methanesulfonate (0.41 g, 0.0020 mol) and potassium cyanide (0.66 g, 0.010 mol) in N,N-dimethylformamide (5 mL, 0.06 mol) was heated at 65° C. overnight. After diluting with water, the resulting mixture was extracted with EtOAc. The combined organic layers were washed with water, brine, dried and evaporated to dry. The residue was used directly in next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158616B2
Source datasetuspto-grants-2012_04
ORD IDord-b506813bfd04458a87d6207edec7029d
Source noteuspto-grants-2012_04