HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 2-(4-Trifluoromethylphenyl)ethyl-[2,4-dichloro-5-(2,2,2-trifluoroethylsulfinyl)phenyl] ether
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | 2-(4-(Trifluoromethyl)phenyl)ethan-1-ol | HCID 11275510 | — |
| Reactant | 2,4-Dichloro-5-(2,2,2-trifluoroethylsulfinyl)phenol | HCID 117899689 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(4-Trifluoromethylphenyl)ethyl-[2,4-dichloro-5-(2,2,2-trifluoroethylsulfinyl)phenyl] ether | HCID 117899745 | 52% |
Reaction Steps
In 30 ml of tetrahydrofuran were dissolved 0.5 g (1.71 mmol) of 2,4-dichloro-5-(2,2,2-trifluoroethylsulfinyl)phenol, 0.33 g (1.74 mmol) of 2-(4-trifluoromethylphenyl)ethanol and 0.49 g (1.87 mmol) of triphenylphosphine. Thereto was added 0.38 g (1.87 mmol) of diisopropyl azodicarboxylate at room temperature, and the reaction mixture was stirred for 16 hours. Then, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (developing solvent: a mixed solvent of n-hexane:ethyl acetate=5:1), to obtain 0.41 g (yield: 52%) 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-086c33e73a7442718abacb30a35666ab |
| Source note | uspto-grants-2016_05 |