HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl vinyl sulfone → HCID 86672573, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl vinyl sulfone | HCID 19354 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Iodo-3-(2-m-tolyl-ethoxy)-benzoic Acid Methyl Ester | HCID 67170900 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86672573 | HCID 86672573 | 57.1% |
Reaction Steps
500 mg of 4-Iodo-3-(2-m-tolyl-ethoxy)-benzoic acid methyl ester, 200 mg of methyl vinyl sulfone, 115 mg of tri-o-tolylphosphine, and 43 mg of palladium(II) acetate were stirred in 4 ml of acetonitrile and 1.5 ml of diisopropylethylamin for 2 h at 82° C. The reaction mixture was allowed to cool to room temperature. 10 ml of EA were then added and the mixture was washed successively twice using 5 ml of water each and twice using 5 ml of a saturated aqueous Na2CO3-solution. The organic layer was then dried using MgSO4 and evaporated. Chromatography on silica gel using EA/HEP 1:2 yielded 270 mg of the title compound. Rf (EA/HEP 1:2)=0.17
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018383B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-6521d975731b4d4f91b9b841121de92a |
| Source note | uspto-grants-2015_04 |