Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2226533Generated: October 30, 2026

Toluene → 5,6-dichloro-1H-indene

https://huagongshe.com/reaction/2226533

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantSodium HydroxideHCID 14798—
Reactant5,6-Dichloro-2,3-dihydro-1H-inden-1-OLHCID 19919524—
Catalyst4-tert-ButylcatecholHCID 7381—
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-catechol 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 numberUS05348971
Source datasetuspto-grants-1994_09
ORD IDord-697626cccf67485283f663d344ef5127
Source noteuspto-grants-1994_09