HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 2-(4-Chloro-2-fluorophenyl)-2,3,4,5,6,7-hexahydro-3-methylthio-1H-isoindol-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-(4-chloro-2-fluorophenyl)-2,3,4,5,6,7-hexahydro-3-mercapto-1H-isoindol-1-one | HCID 13257592 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 2-(4-Chloro-2-fluorophenyl)-2,3,4,5,6,7-hexahydro-3-methylthio-1H-isoindol-1-one | HCID 13257593 | 90% |
Reaction Steps
In 10 ml of acetone was dissolved 1.5 g of 2-(4-chloro-2-fluorophenyl)-2,3,4,5,6,7-hexahydro-3-mercapto-1H-isoindol-1-one, and 1.5 g of methyl iodide and 1.3 g of potassium carbonate were added to the solution, followed by stirring at 40° to 50° C. for 5 hours. After cooling, the insoluble matter was filtered out, and the filtrate was concentrated under reduced pressure. The residual, oily substance was purified by means of column chromatography with the use of silica gel (developing solvent of acetone-hexane), thereby producing 1.4 g (yield of 90%) of the subject compound in white crystals, m.p. 97°-98° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04409018 |
| Source dataset | uspto-grants-1983_10 |
| ORD ID | ord-2ff3a6e31fa4443d9f038cfd82ecab4f |
| Source note | uspto-grants-1983_10 |