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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1883582Generated: November 1, 2026

p-Toluenesulfonic acid → 2-(5-Hydroxy-2,6-dioxopiperid-3-yl)-4-methylisoindoline-1,3-dione

https://huagongshe.com/reaction/1883582

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3-(4-Methyl-1,3-dioxoisoindolin-2-yl)-2,6-dioxo-5-acetoxypiperidineHCID 12047334—
SolventMethanolHCID 887—
Product2-(5-Hydroxy-2,6-dioxopiperid-3-yl)-4-methylisoindoline-1,3-dioneHCID 9943804—

Reaction Steps

A solution of 3-(4-methyl-1,3-dioxoisoindolin-2-yl)-2,6-dioxo-5-acetoxypiperidine (1 g, 3.5 mmol) and p-toluenesulfonic acid (0.33 g, 1.8 mmol) in methanol (10 mL) is heated at reflux for 5 hours. The solvent is removed in vacuo to give 2-(5-hydroxy-2,6-dioxopiperid-3-yl)-4-methylisoindoline-1,3-dione. The product can be further purified by column chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06762195B2
Source datasetuspto-grants-2004_07
ORD IDord-ab65e664712144caa5a4612729633b7c
Source noteuspto-grants-2004_07