HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Pentanol → HCID 59750756, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Pentanol | HCID 22386 | — |
| Reactant | Cyanomethylenetributylphosphorane | HCID 4622928 | — |
| Reactant | 2-(((4-Chlorophenyl)sulfonyl)methyl)-1,4-difluorobenzene | HCID 9901028 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 59750756 | HCID 59750756 | — |
Reaction Steps
The 2-[(4-chlorophenyl)sulfonylmethyl]-1,4-difluorobenzene (200 mg, 0.661 mmol) obtained in Example 5 and 2-pentanol (0.144 ml, 1.33 mmol) were dissolved in toluene (3 ml), followed by the addition of cyanomethylenetri-n-butylphosphorane (0.320 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 separated and purified by flash silica gel chromatography (hexane:ethyl acetate=50:1), whereby obtained were the title Isomer 292-A (low polarity) (67 mg, 0.18 mmol, 27%) as a white powder and the title Isomer 292-B (high polarity) (45 mg, 0.12 mmol, 19%) 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-9ac101cc943b45f3ba5ed58743920e97 |
| Source note | uspto-grants-2008_07 |