HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → 6-Bromohexyl-[2,4-dichloro-5-(2,2,2-trifluoroethylthio)phenyl]ether
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,6-Dibromohexane | HCID 12368 | — |
| Reactant | 2,4-Dichloro-5-(2,2,2-trifluoroethylthio)phenol | HCID 117899748 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | 6-Bromohexyl-[2,4-dichloro-5-(2,2,2-trifluoroethylthio)phenyl]ether | HCID 117899737 | 95% |
Reaction Steps
To 30 ml of acetonitrile were added 1.0 g (3.61 mmol) of 2,4-dichloro-5-(2,2,2-trifluoroethylthio)phenol, 3.5 g (14.4 mmol) of 1,6-dibromohexane, 0.65 g (15.0 mmol) of potassium carbonate and 0.12 g (0.37 mmol) of tetra-n-butylammonium bromide. The mixture was refluxed for 3 hours under heating. The mixture was allowed to stand at room temperature, and insoluble matters were removed by filtration. Then the filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (developing solvent: a mixed solvent of n-hexane ethyl acetate=20:1), to obtain 1.51 g (yield: 95%) of an intended product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09332754B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-4209d747b1f74598a4cb40d72daf6bcb |
| Source note | uspto-grants-2016_05 |