HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → N-(2-Fluoro-5-isopropoxyphenyl)-3,4,5,6-tetrahydrophthalimide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | 2-Bromopropane | HCID 6358 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-(2-fluoro-5-hydroxyphenyl)-3,4,5,6-tetrahydrophthalimide | HCID 13519181 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-(2-Fluoro-5-isopropoxyphenyl)-3,4,5,6-tetrahydrophthalimide | HCID 13556385 | 99.9% |
Reaction Steps
N-(2-Fluoro-5-hydroxyphenyl)-3,4,5,6-tetrahydrophthalimide (VI) (20 g), isopropyl bromide (25 g), potassium iodide (5 g) and anhydrous potassium carbonate (11 g) were dissolved in a mixture of acetonitrile (135 g) and dimethylformamide (15 g), and the resultant solution was heated under reflux for 7 hours. After cooling, the reaction mixture was extracted with ethyl acetate. The extract was concentrated, and the precipitated crystals were collected by filtration to give 23.2 g of N-(2-fluoro-5-isopropoxyphenyl)-3,4,5,6-tetrahydrophthalimide (II: R=isopropyl). M.P. 62.8° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04563535 |
| Source dataset | uspto-grants-1986_01 |
| ORD ID | ord-416147f2c2f94b9bbd039c9341779d62 |
| Source note | uspto-grants-1986_01 |