HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 12856969, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 4-Chlorophenylboronic acid | HCID 74299 | — |
| Reactant | 2-Iodo-cyclopent-2-enone | HCID 10867499 | — |
| Catalyst | Triphenylarsine | HCID 11773 | — |
| Catalyst | HCID 178418778 | HCID 178418778 | — |
| Solvent | Ammonium Chloride | HCID 25517 | — |
| Product | HCID 12856969 | HCID 12856969 | 77.4% |
Reaction Steps
4.8 g 2-Iodo-cyclopent-2-enone (prepared as described in Org. Lett. 6, 2004, page 3289), 5.4 g 4-chlorophenylboronic acid, 8.5 g silver(I)oxide, 0.425 g triphenylarsine and 0.265 g Pd(C6H5CN)2Cl2 were added to 90 ml tetrahydrofurane and 20 ml water. The reaction mixture was stirred under nitrogen atmosphere for 16 hours. The reaction mixture was diluted with ammonium chloride, filtered and extracted twice with ethyl acetate. The residue was purified by chromatography and the solvent was evaporated. 3.44 g 2-(4′chlorophenyl)cyclopent-2-enone were obtained (m.p. 71-72° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188088B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-875d8a681c804cf2924a263b1632f57b |
| Source note | uspto-grants-2012_05 |