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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2040923Generated: October 30, 2026

Chlorodifluoroethane (mixed isomers) → 2-(2,2-difluoroethyl)-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/2040923

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorodifluoroethane (mixed isomers)HCID 2736499—
ReactantPhthalimide potassium saltHCID 24194345—
SolventDimethylformamideHCID 6228—
Product2-(2,2-difluoroethyl)-1H-isoindole-1,3(2H)-dioneHCID 8666844099.6%

Reaction Conditions

Temperature120 °C

Reaction Steps

An amount of 21.4 g (0.214 mol) of 2,2-difluoro-1-chloroethane and 20 g (0.107 mol) of potassium phthalimide are dissolved in 95 g of N,N-dimethylformamide. The reaction mixture is stirred in an autoclave under pressure at 120° C. for 12 h. After the end of the reaction, cooling is carried out to ambient temperature and the solvent is exhaustively removed under vacuum. The remaining residue is treated with 100 ml of water and the solid is filtered off. The filter residue is washed twice with water and the product is dried under vacuum. An amount of 22.5 g of 2-(2,2-difluoroethyl)-1H-isoindole-1,3(2H)-dione with a purity of only 59% is obtained. This corresponds to a yield of 59% of theory.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08580973B2
Source datasetuspto-grants-2013_11
ORD IDord-41f4d1324fc64096ac48d98048893b99
Source noteuspto-grants-2013_11