HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → [2-[2-(N,N-Dimethylamino)ethoxy]phenyl]-2,2,2-trifluoroethane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 2-Trifluoroacetylphenol | HCID 2761164 | — |
| Reactant | N,N-Dimethylaminoethyl chloride hydrochloride | HCID 11636816 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | [2-[2-(N,N-Dimethylamino)ethoxy]phenyl]-2,2,2-trifluoroethane | HCID 21188858 | 75.8% |
Reaction Steps
A mixture of 2-trifluoroacetylphenol (380 mg, 2.0 mmol), 2-[N, N-dimethylamino]ethyl chloride, hydrochloride (432 mg, 6.0 mmol) potassium carbonate (1.38 g, 10 mmol) and toluene (5 ml) was refluxed for 3.5 h. After cooling to r.t., the mixture was treated with water and ether. The organic layer was washed twice with brine, dried over sodium sulfate and concentrated in vacuo. The residue was chromatographed on silica gel (acetone/ether 1:1 to 1:0) to give the title compound (375 mg, 72%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06255496B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-3afe0535d8944f15b0f45d1664ae118e |
| Source note | uspto-grants-2001_07 |