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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 967760Generated: October 31, 2026

Hydrochloric Acid → 3-Cyclohexyl-3-oxopropanenitrile

https://huagongshe.com/reaction/967760

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 (1.87 g) was added acetonitrile (2.72 ml) at −50˜−40° C. dropwise and then was added cyclohexanecarboxylic acid methyl ester (2.86 ml) and the mixture was stirred for 1 hour at −20° C. The reaction mixture was poured into cool hydrochloric acid and was extracted with ethyl acetate. The extract was washed with water and a saturated aqueous solution of sodium chloride successively, and was dried over anhydrous magnesium sulfate and then 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 numberUS06956033B2
Source datasetuspto-grants-2005_10
ORD IDord-8072c4621a9c4dcc8965a6ae5aceec43
Source noteuspto-grants-2005_10