Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2224649Generated: October 31, 2026

Hydrochloric Acid → 3-Cyclohexyl-3-oxopropanenitrile

https://huagongshe.com/reaction/2224649

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantAcetonitrileHCID 6342—
ReactantMethyl cyclohexanecarboxylateHCID 20748—
ReactantSodium amideHCID 24533—
SolventTetrahydrofuranHCID 8028—
Product3-Cyclohexyl-3-oxopropanenitrileHCID 11309597—

Reaction Conditions

Temperature-20 °C

Reaction Steps

To a solution of sodium amide (1.87 g) in tetrahydrofuran (10 ml) was added acetonitrile (2.72 ml) dropwise at −50-−40° C. and then thereto was added cyclohexane carboxylic acid, methyl ester (2.86 ml) and the mixture was stirred for 1 hour at −20° C. The reaction mixture was poured into cold hydrochloric acid and the mixture was extracted with ethyl acetate. The extract was washed with water and brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=4:1) to give the title compound (0.91 g) having the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07378428B2
Source datasetuspto-grants-2008_05
ORD IDord-7c1e6f67bd7241ef95db985e607acd1c
Source noteuspto-grants-2008_05