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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1875286Generated: October 31, 2026

p-Toluenesulfonic acid → 1-Naphthol

https://huagongshe.com/reaction/1875286

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantBicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 18462—
SolventTolueneHCID 1140—
Product1-NaphtholHCID 7005—

Reaction Steps

The compound of the above formula (30) and 221.1 mg (0.9 mmol) of (±)-10-camphorsulfonic acid were dissolved in 150 ml of toluene and refluxed for 30 minutes. The resulting solution was left to be cooled to room temperature, added to 100 ml of a toluene solution of 4.5 g (27.3 mmol) of p-toluenesulfonic acid heated at 90° C. and refluxed for 4 hours. After the reaction, the reaction solution was washed in water, the solvent was removed, and the obtained product was purified by column chromatography to obtain a naphthol compound represented by the following formula (31) as 3.7 g (8.2 mmol, yield rate of 45%) of a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08308996B2
Source datasetuspto-grants-2012_11
ORD IDord-96c10e29e8b240298aafa772dad54325
Source noteuspto-grants-2012_11