Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61799Generated: October 25, 2026

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

https://huagongshe.com/reaction/61799

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 numberUS09440922B2
Source datasetuspto-grants-2016_09
ORD IDord-1515b36c859648d1a5dd4503c6364978
Source noteuspto-grants-2016_09