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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1410550Generated: October 30, 2026

Toluene → HCID 86695294, compound

https://huagongshe.com/reaction/1410550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 11959533HCID 11959533—
CatalystTetrabutylammonium hydrogen sulfateHCID 94433—
ProductHCID 86695294HCID 86695294—

Reaction Conditions

Temperature80 °C

Reaction Steps

61.00 g (0.295 mol) of 1-(4-fluorobenzyl)-4-piperidone crude product was added to a reaction bottle, to which 260 mL of toluene was added. The reaction was heated and stirred at 80° C. in an oil bath, and to the reaction 70.00 g (0.318 mol) of trimethylsulfoxide iodide and 2.70 g (0.0080 mol) of tetrabutylammonium hydrogen sulfate were added in sequence, then 28.00 g (0.700 mol) sodium hydroxide dissolved in 120 mL of aqueous solution was added dropwise under stirring. After the addition, the reaction was continuously stirred at 80° C. bath temperature overnight. On the next day, the reaction was cooled, washed with water twice, extracted with a small amount of toluene, combined and dried, and the solvent was recovered to obtain light yellow liquid, 47.50 g (72.8%), i.e., a crude target product, 1H-NMR (CDCl3, ppm) δ: 7.298 (2H, m), 7.007 (2H, m), 3.519 (2H, s), 2.565 (2H, s), 2.559 (4H, m), 1.827 (2H, m), 1.534 (2H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921563B2
Source datasetuspto-grants-2014_12
ORD IDord-0b70b13b7ed94abca587b66231ba2716
Source noteuspto-grants-2014_12