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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 326437Generated: October 25, 2026

Hydrogen iodide → Indane-1,3-dione, 2-(3-hydroxyphenyl)-

https://huagongshe.com/reaction/326437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen iodideHCID 24841—
Reactant1H-Indene-1,3(2H)-dione, 2-(3-methoxyphenyl)-HCID 2817810—
SolventChloroformHCID 6212—
ProductIndane-1,3-dione, 2-(3-hydroxyphenyl)-HCID 617192—

Reaction Conditions

Temperature20 °C

Reaction Steps

Hydroiodic acid (50%, 205 parts) was added to 2-(3-methoxyphenyl)-1,3-indandione (67.1 parts) and the mixture was stirred under reflux for 10 minutes. By-product methyl iodide was removed by distillation and the solution was cooled to 20° C. The aqueous layer was decanted to leave a red oil. The oil was dissolved in chloroform (250 parts), washed with water (100 parts), separated and dried over anhydrous magnesium sulphate. The chloroform was removed by evaporation under reduced pressure to leave an orange solid. The solid was crystallised from toluene (1800 parts) to yield 2-(3-hydroxyphenyl)-1,3-indandione (30.6 parts), m.pt. 139°-141° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05268490
Source datasetuspto-grants-1993_12
ORD IDord-9e22dc87806148e682500f0b5c7f7d71
Source noteuspto-grants-1993_12