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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2040925Generated: October 30, 2026

Phthalimide → 2-(2,2-difluoroethyl)-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/2040925

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantPotassium CarbonateHCID 11430—
ReactantChlorodifluoroethane (mixed isomers)HCID 2736499—
SolventDimethylformamideHCID 6228—
Product2-(2,2-difluoroethyl)-1H-isoindole-1,3(2H)-dioneHCID 8666844077.9%

Reaction Conditions

Temperature120 °C

Reaction Steps

An amount of 27.6 g (0.269 mol) of 2,2-difluoro-1-chloroethane and 20 g (0.135 mol) of phthalimide are dissolved in 95 g of N,N-dimethylformamide and treated with 56.3 g (0.403 mol) of potassium carbonate. The reaction mixture is stirred in an autoclave under pressure at 120° C. for 16 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 22.2 g of 2-(2,2-difluoroethyl)-1H-isoindole-1,3(2H)-dione with a purity of 98.4% is obtained. This corresponds to a yield of 77% of theory.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08580973B2
Source datasetuspto-grants-2013_11
ORD IDord-9529fe7e9042445493775c56c8342820
Source noteuspto-grants-2013_11