HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 748765Generated: October 26, 2026
Hexane → 2-[2-[(4-Chlorophenyl)sulfonyl]-2-(2,5-difluorophenyl)ethyl]pyridine
https://huagongshe.com/reaction/748765
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Piconol | HCID 11474 | — |
| Reactant | Cyanomethylenetributylphosphorane | HCID 4622928 | — |
| Reactant | 2-(((4-Chlorophenyl)sulfonyl)methyl)-1,4-difluorobenzene | HCID 9901028 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | 2-[2-[(4-Chlorophenyl)sulfonyl]-2-(2,5-difluorophenyl)ethyl]pyridine | HCID 59750877 | 49.5% |
Reaction Steps
Under an argon atmosphere, the 2-[(4-chlorophenyl)sulfonylmethyl]-1,4-difluorobenzene (150 mg, 0.495 mmol) obtained in Example 5 and 2-pyridylmethanol (95.5 μl, 0.990 mmol) were dissolved in toluene (5 ml), followed by the addition of cyanomethylenetri-n-butylphosphorane (239 mg, 0.990 mmol). The resulting mixture was heated under reflux for 18 hours under an argon atmosphere. The reaction mixture was then concentrated. The residue thus obtained was subjected to flash chromatography on a silica gel column, and the fraction obtained from the hexane:ethyl acetate=1:1 eluate was concentrated. The solid thus obtained was recrystallized from ethyl acetate-hexane, whereby the title compound (96.6 mg, 0.245 mmol, 49%) was obtained as colorless needle crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07399775B2 |
|---|
| Source dataset | uspto-grants-2008_07 |
|---|
| ORD ID | ord-3b86339055a44d51895acad42f6e3a6f |
|---|
| Source note | uspto-grants-2008_07 |
|---|