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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 377048Generated: October 26, 2026

Hydrogen Cyanide → 3-Cyano-3,5,5-trimethylcyclohexanone

https://huagongshe.com/reaction/377048

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen CyanideHCID 768—
ReactantIsophoroneHCID 6544—
Reactant1,3-Dimethylimidazolium-4-carboxylateHCID 479951—
Product3-Cyano-3,5,5-trimethylcyclohexanoneHCID 99068—

Reaction Conditions

Temperature120 °C

Reaction Steps

622 g (4.5 mol) of isophorone and 3.61 g (25.8 mmol) of 1,3-dimethylimidazolium-4-carboxylate were placed in a reaction vessel and a mixture of 207.3 g (1.5 mol) of isophorone and 81.0 g (3 mol) of hydrogen cyanide was added at 120° C. over a period of about 120 minutes. The mixture was subsequently stirred further for about 120 minutes at 120° C. After cooling, the HCN concentration was determined by titration. Free hydrocyanic acid could no longer be detected (HCN conversion>99.9%). After addition of 2.0 g of 85% strength H3PO4, the reaction product was distilled at 0.1 hPa. This gave 473 g of 3-cyano-3,5,5-trimethylcyclohexanone (95.4% based on HCN used).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06022988
Source datasetuspto-grants-2000_02
ORD IDord-32c9bf0864c444d58e30b255fb565f88
Source noteuspto-grants-2000_02