Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2369724Generated: October 30, 2026

p-Toluenesulfonic acid → 1-Naphthol

https://huagongshe.com/reaction/2369724

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 (48) and 221.1 mg (0.9 mmol) of (±)-10-camphorsulfonic acid were dissolved in 150 ml of toluene and refluxed for 30 minutes. After the obtained solution was left to be cooled to room temperature, this solution was added to 100 ml of a toluene solution containing 4.5 g (27.3 mmol) of p-toluenesulfonic acid heated at 90° C. and refluxed for 4 hours. After a reaction, the reaction solution was washed with water, the solvent was removed, and the obtained product was purified by column chromatography to obtain a naphthol compound represented by the following formula (49) as 3.7 g (8.2 mmol, yield of 45%) of a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08709308B2
Source datasetuspto-grants-2014_04
ORD IDord-fbbe37de6fea4f399304c6e61b2048da
Source noteuspto-grants-2014_04