Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1648209Generated: October 31, 2026

Toluene → 5,6-dichloro-1H-indene

https://huagongshe.com/reaction/1648209

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantSodium HydroxideHCID 14798—
Reactant5,6-Dichloro-2,3-dihydro-1H-inden-1-OLHCID 19919524—
SolventWaterHCID 962—
Product5,6-dichloro-1H-indeneHCID 1991952756.5%

Reaction Steps

A mixture of 17.48 g of the product of Step B, 470 ml of toluene, 0.57 g of 4-tert.-butyl-chatechol and 1.63 g of p-toluene sulfonic acid was refluxed for 2 hours and then was diluted with water. 10 ml of N sodium hydroxide solution were added and the mixture was extracted with toluene. The organic phase was evaporated to dryness under reduced pressure and the residue was taken up in hexane. The mixture was vacuum filtered and the crystalline product was dried to obtain 9 g of the desired product melting at 76° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05436244
Source datasetuspto-grants-1995_07
ORD IDord-bcebe91bd188401bb5561d330bcf3be1
Source noteuspto-grants-1995_07