HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → 5,5-Bis(4-methoxyphenyl)-4-pentenoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | 4,4'-Dimethoxybenzophenone | HCID 7032 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (3-Carboxypropyl)(triphenyl)phosphanium chloride | HCID 21180642 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5,5-Bis(4-methoxyphenyl)-4-pentenoic acid | HCID 15097560 | 54.9% |
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'-dimethoxybenzophenone (26.4 g); and tetrahydrofuran (100 mL). After the usual work up, the crude acid was crystallized from dichloromethane-hexane to give 15.6 g of 5,5-bis(4-methoxyphenyl)-4-pentenoic acid, mp 113°-114° C. Anal. Calculated for C19H20O4 : C, 73.06; H, 6.45. Found: C, 73.00; H, 6.45.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04927838 |
| Source dataset | uspto-grants-1990_05 |
| ORD ID | ord-1af6ed33adb34c8b9c02e220d9256f54 |
| Source note | uspto-grants-1990_05 |