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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 45186Generated: October 26, 2026

Toluene → 1,4-Dioxaspiro[4.5]decane-8-carbonitrile, 8-(4-fluorophenyl)-

https://huagongshe.com/reaction/45186

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant1-(4-Fluorophenyl)-4-oxocyclohexanecarbonitrileHCID 91805—
Product1,4-Dioxaspiro[4.5]decane-8-carbonitrile, 8-(4-fluorophenyl)-HCID 12230242—

Reaction Steps

15 g of 1-(4-Fluoro-phenyl)-4-oxo-cyclohexanecarbonitrile (12) were dissolved in 500 mL of toluene, then 900 mg of p-toluene sulfonic acid were added and the reaction mixture was heated in a Dean-Stark apparatus for 6 h. The mixture was allowed to cool to room temperature and washed twice with saturated aqueous sodium bicarbonate solution and brine, dried over magnesium sulphate and evaporated to dryness to yield 17.9 g of the desired product. Rt=1.47 min (Method 5). Detected mass: 262.2 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541449B2
Source datasetuspto-grants-2013_09
ORD IDord-eb57cc6faa9a46448c8693c8bd34b229
Source noteuspto-grants-2013_09