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

Participants

Reaction Conditions

Reaction Steps

An amount of 27.6 g (0.269 mol) of 2,2-difluoro-1-chlorethane, 2.16 g (6.73 mmol) of tetra(n-butyl)ammonium bromide and 20 g (0.135 mol) of phthalimide are dissolved in 95 g of N,N-dimethylformamide and treated with 28.18 g (0.201 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 24.9 g of 2-(2,2-difluoroethyl)-1H-isoindole-1,3(2H)-dione with a purity of 99.5% is obtained. This corresponds to a yield of 87.2% of theory.

Provenance & Evidence