HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-[3,5-Bis(trifluoromethyl)phenyl]ethyl azide → 3,5-Bis(trifluoromethyl)-alpha-methylbenzylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-[3,5-Bis(trifluoromethyl)phenyl]ethyl azide | HCID 72761269 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3,5-Bis(trifluoromethyl)-alpha-methylbenzylamine | HCID 2782232 | 91% |
Reaction Steps
The resulting 1-[3,5-bis(trifluoromethyl)phenyl]ethyl azide (crude product: 111.5 mg) was dissolved in methanol (6 mL) and the solution was added with palladium-fibroin (18 mg) for hydrogen substitution, and then the mixture was stirred at room temperature for 1 hour. The reaction mixture was filtered through Celite, the filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (chloroform:methanol=50:1 to 5:1) to obtain 77.6 mg of 1-[3,5-bis(trifluoromethyl)phenyl]ethylamine as colorless oil (yield: 91%, for 2 steps).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08906895B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-6b01d7b85ebc4644bade8e709ebd9816 |
| Source note | uspto-grants-2014_12 |