HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorotrimethylsilane → Ondansetron
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | 1,3,5-Trimethyl-1,3,5-triazacyclohexane | HCID 7952 | — |
| Reactant | 2-Methylimidazole | HCID 12749 | — |
| Reactant | 9-Methyl-1,2,3,9-tetrahydro-4H-carbazol-4-one | HCID 598875 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Ondansetron | HCID 4595 | 54% |
Reaction Steps
To the solution 19.5 g of 1,3,5-trimethylhexahydro-1,3,5-triazine in 20 ml of actonitrile and 150 ml of toluene, was slowly added 19 ml of chlorotrimethylsilane, which was then stirred for 10 min. 10 g of 1,2,3,9-tetrahydro-9-methyl-4H-carbazol-4-one and 8.2 g of 2-methyl imidazole was subsequently added to the reaction mixture, which was then stirred under reflux. After completion of reaction, the reaction mixture was evaporated, and then 200 ml of water was added to the resulting residue, which was then stirred for 2 hours at room temperature. The resulting solid was filtered and washed with water to give 7.95 g of light yellow title compound (yield 54%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07521565B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-df8577f54fd841fe8d572290c581f89a |
| Source note | uspto-grants-2009_04 |