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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2119421Generated: October 29, 2026

Hydrochloric Acid → 1-(2-Methyl-4-nitrophenyl)cyclopropanecarbonitrile

https://huagongshe.com/reaction/2119421

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,1-DibromoethaneHCID 11201—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 23441474HCID 23441474—
CatalystBenzyl triethylammonium chlorideHCID 66133—
Product1-(2-Methyl-4-nitrophenyl)cyclopropanecarbonitrileHCID 23441481—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of (2-methyl-4-nitrophenyl)acetonitrile (100 mg), benzyltriethylammonium chloride (129 mg), dibromoethane (73.4 μL) and 50% sodium hydroxide solution was heated at 70° C. for 1 hour. After quenching the reaction by the addition of concentrated hydrochloric acid at 0° C., and the mixture was extracted with ethyl acetate. The organic extracts were washed with brine, dried over anhydrous magnesium sulfate, filtered, and then concentrated in vacuo. Flash chromatography (silica, hexane:ethyl acetate=2:1) of the residue gave 1-(2-Methyl-4-nitrophenyl)cyclopropane-1-carbonitrile (92.1 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06686363B2
Source datasetuspto-grants-2004_02
ORD IDord-1ea20590417b4acf9d0150a26b213821
Source noteuspto-grants-2004_02