Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-(Trifluoromethyl)benzoyl chloride | HCID 67561 | — |
| Reactant | p-Bromophenethylamine | HCID 533915 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86707219 | HCID 86707219 | 73.9% |
Reaction Steps
To a mixture of 2-(trifluoromethyl)benzoyl chloride (1.0 g, 5.3 mmol) in dichloromethane (5 mL) was added dropwise a solution of triethylamine (0.41 g, 4.0 mmol) and 4-bromophenethylamine (0.80 g, 4.0 mmol) in dichloromethane (5 mL). The resulting mixture was stirred at room temperature overnight. The reaction mixture was then diluted with dichloromethane and extracted with 1 N aqueous hydrochloric acid. The aqueous phase was separated and extracted with additional dichloromethane. The organic extracts were then combined, dried (MgSO4), filtered, and concentrated under reduced pressure. The crude residue was purified by chromatography on a silica gel column eluted with 0 to 100% ethyl acetate:hexane to provide the title compound (1.10 g) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08815772B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-fd85f17102bc4ecfa5d867dc994644b4 |
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| Source note | uspto-grants-2014_08 |
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