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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539295Generated: October 26, 2026

Cyclopropanecarbonitrile → 1-(4-Bromo-2-iodobenzyl)cyclopropanecarbonitrile

https://huagongshe.com/reaction/539295

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropanecarbonitrileHCID 79637—
Reactant4-Bromo-1-(bromomethyl)-2-iodobenzeneHCID 53231307—
Reactant1-(4-Bromo-2-iodobenzyl)cyclobutanecarbonitrileHCID 67979431—
Product1-(4-Bromo-2-iodobenzyl)cyclopropanecarbonitrileHCID 6797930455%

Reaction Steps

The title compound (2.1 g, 55% yield) was prepared as described for 1-(4-Bromo-2-iodobenzyl)cyclobutanecarbonitrile (Intermediate 37) starting from cyclopropanecarbonitrile (1.96 mL, 26.6 mmol) and 4-bromo-1-(bromomethyl)-2-iodobenzene (see Caruso, A.; Tovar, J., D. J. Org. Chem. 2011, 76, 2227-2239) (4.0 g, 10.6 mmol): 1H NMR (400 MHz, CDCl3) δ ppm 1.02-1.07 (m, 2 H), 1.33-1.37 (m, 2 H), 2.98 (s, 2 H), 7.35 (d, 1 H), 7.51 (dd, 1 H), 8.02 (d, 1H); MS (CI) m/z 362 [M+H]|.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08865911B2
Source datasetuspto-grants-2014_10
ORD IDord-5bfc9bb6c52244bd949f9e67b122095e
Source noteuspto-grants-2014_10