HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → 5,5-Bis(4-fluorophenyl)-4-pentenoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | 4,4'-Difluorobenzophenone | HCID 9582 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (3-Carboxypropyl)(triphenyl)phosphanium chloride | HCID 21180642 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5,5-Bis(4-fluorophenyl)-4-pentenoic acid | HCID 15097559 | 69.4% |
Reaction Steps
The reaction was performed as in Example 87 using sodium hydride (56% dispersion in oil; 9.5 g) dimethylsulfoxide (100 mL), (3-carboxypropyl)triphenylphosphonium chloride (35 g), 4,4'-difluorobenzophenone (23.8 g) and tetrahydrofuran (100 mL). After the usual work up, the crude product was crystallized from ether-hexane to furnish 18.2 g of 5,5-bis(4-fluorophenyl)-4-pentenoic acid, mp 100°-100° C. Anal. Calculated for C17H14F2O2 : C, 70.82; H, 4.89. Found: C, 70.77; H, 5.00.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04927838 |
| Source dataset | uspto-grants-1990_05 |
| ORD ID | ord-a6744777cace47c7ae3709ff56205c03 |
| Source note | uspto-grants-1990_05 |