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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275175Generated: October 25, 2026

Hydrochloric Acid → 2-(4-Chloro-3-methoxyphenyl)-2-methylpropanenitrile

https://huagongshe.com/reaction/2275175

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantIsobutyronitrileHCID 6559—
Reactant2-Chloro-5-fluoroanisoleHCID 2724520—
ReactantPotassium bis(trimethylsilyl)amideHCID 3251421—
SolventTolueneHCID 1140—
Product2-(4-Chloro-3-methoxyphenyl)-2-methylpropanenitrileHCID 1798915531%

Reaction Conditions

Temperature65 °C

Reaction Steps

1-Chloro-4-fluoro-2-methoxy-benzene (4.3 g, 26.78 mmol) and isobutyronitrile (9.61 mL, 4.0 eq.) were dissolved in toluene (9.0 mL), added with KHMDS (80 mL, 0.5 M toluene solution) and stirred at 65° C. for 2 hr. The reaction solution was cooled to room temperature, added with aqueous solution of 1 N hydrochloric acid and then extracted with MTBE. The organic layer was washed with saturated brine and dried over magnesium sulfate. The drying agent was removed by filtration and the residues obtained after concentration under reduced pressure were purified by silica gel column chromatography (hexane/ethyl acetate) to obtain the title compound (1.72 g, 31%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126931B2
Source datasetuspto-grants-2015_09
ORD IDord-745eaba00f8d49c3851fa4897bff5316
Source noteuspto-grants-2015_09