HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Thiophenemethanol → HCID 59750931, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Thiophenemethanol | HCID 69467 | — |
| Reactant | Cyanomethylenetributylphosphorane | HCID 4622928 | — |
| Reactant | 2-(((4-Chlorophenyl)sulfonyl)methyl)-1,4-difluorobenzene | HCID 9901028 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 59750931 | HCID 59750931 | 70% |
Reaction Steps
The 2-[(4-chlorophenyl)sulfonylmethyl]-1,4-difluorobenzene(100 mg, 0.330 mmol) obtained in Example 5 and 2-thiophenemethanol (0.065 ml, 0.69 mmol) were dissolved in toluene (3 ml), followed by the addition of cyanomethylenetri-n-butylphosphorane (0.160 ml). Under an argon atmosphere, the resulting mixture was heated under reflux for 14 hours. The reaction mixture was then allowed to cool down. The residue obtained by concentrating the reaction mixture under reduced pressure was purified by flash silica gel chromatography (using a hexane/ethyl acetate solvent mixture) to give a white solid. The resulting white solid was washed with hexane, whereby the title compound (92 mg, 0.23 mmol, 70%) was obtained as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07399775B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-70d7ffcc870c44aaa77ac4b4fe462244 |
| Source note | uspto-grants-2008_07 |