HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phthalimide → 2-(2,2-difluoroethyl)-1H-isoindole-1,3(2H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phthalimide | HCID 6809 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Chlorodifluoroethane (mixed isomers) | HCID 2736499 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(2,2-difluoroethyl)-1H-isoindole-1,3(2H)-dione | HCID 86668440 | 77.9% |
Reaction Conditions
| Temperature | 120 °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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08580973B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-9529fe7e9042445493775c56c8342820 |
| Source note | uspto-grants-2013_11 |