Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | 5-Bromo-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran | HCID 11323819 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | Ammonia | HCID 222 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11389458 | HCID 11389458 | 133.3% |
Reaction Steps
Potassium iodide (25 g), Copper (I) cyanide (11.8 g) were added to a solution of the [1-(3-dimethylamino)propyl)]-1-(4-fluorophenyl)-1,3-dihydro-5-bromoisobenzofuran (25 g) in dimethylformamide (25 ml). The reaction mixture was heated to 135–145° C. and maintained for 28 hours. The reaction mixture was cooled to 100° C. and poured in ammonia solution containing toluene and stirred for 2 hours to get a clear separation of layers. Then the organic layer after acid base treatment was separated and washed with water twice (2×100 ml), dried with anhydrous sodium sulfate and finally the toluene layer was distilled to get the crude 1-[3-(dimethylamino) propyl]-14-fluorophenyl)-1,3-dihydro-5-isobenzofuran carbonitrile base 16.5 g, with the following HPLC profile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07148364B2 |
|---|
| Source dataset | uspto-grants-2006_12 |
|---|
| ORD ID | ord-d83a6ea7a95c42479fc8d7cb56d57e54 |
|---|
| Source note | uspto-grants-2006_12 |
|---|