HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methylcyclohexa-1,3-diene → 3,3-Difluoroazetidine-1-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methylcyclohexa-1,3-diene | HCID 121731 | — |
| Reactant | Benzyl (3,3-difluoroazetidin-1-yl)sulfonylcarbamate | HCID 89633252 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3,3-Difluoroazetidine-1-sulfonamide | HCID 67216787 | 91.2% |
Reaction Steps
To a solution of benzyl (3,3-difluoroazetidin-1-yl)sulfonylcarbamate (Preparation 22, 800 mg, 2.61 mmol) in methanol (20 mL) was added 10% palladium hydroxide on charcoal (150 mg) and methylcyclohexadiene (4.9 g, 52.3 mmol) and the mixture heated at reflux for 18 hours. Once cooled the reaction mixture was filtered through Celite™ and concentrated to give the title compound as an amber oil (410 mg, 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09085517B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-16a9c9c2348f4e20bb203de0fb0c32e9 |
| Source note | uspto-grants-2015_07 |