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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1367686Generated: October 30, 2026

Toluene → HCID 57591519, compound

https://huagongshe.com/reaction/1367686

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant4-Chlorobenzoic AcidHCID 6318—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 57591516HCID 57591516—
CatalystZincchlorideHCID 3007855—
SolventDichloromethaneHCID 6344—
ProductHCID 57591519HCID 5759151984.9%

Reaction Steps

A mixture of 500 mg of 4-chlorobicyclo[3.2.1]oct-3-en-2-one, 440 mg of ZnCl2, 400 mg of 4-chlorobenzoic acid, 1.05 g of diisopropylethylamine and 5 ml of toluene is stirred at room temperature under a nitrogen atmosphere at reflux temperature for 6 hours. After cooling, the reaction mixture is then diluted with dichloromethane and washed with 5% aqueous sulfuric acid and 5% aqueous sodium hydroxide. After concentration of the organic phase to dryness by evaporation, 0.6 g of 4-(4-chlorophenyl-carbonyloxy)-bicyclo[3.2.1]oct-3-en-2-one is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07893270B2
Source datasetuspto-grants-2011_02
ORD IDord-59f8e4927e5d4cd8aa5540cce9aef0f9
Source noteuspto-grants-2011_02