HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Trans-3-Hydroxy-5-[2-(4-methoxyphenyl)ethenyl]phthalide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Methoxystyrene | HCID 12507 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | 5-bromo-3-hydroxy-3H-isobenzofuran-1-one | HCID 14234842 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | Trans-3-Hydroxy-5-[2-(4-methoxyphenyl)ethenyl]phthalide | HCID 13827310 | — |
Reaction Steps
A mixture of 9.9 gm 3-hydroxy-5-bromophthalide, 5.8 gm p-methoxystyrene, 0.09 gm palladium acetate, 0.47 gm tri-(o-tolyl)-phosphine, 7 ml triethylamine and 35 ml dimethylsulfoxide were heated with stirring at 95° for 5 hours. The reaction mixture was cooled and added to 400 ml water. The product was extracted into ethyl acetate, which solution was washed with water and dried over magnesium sulfate. Removal of solvent left 8.0 gm yellow solid melting at 140°-148°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04665181 |
| Source dataset | uspto-grants-1987_05 |
| ORD ID | ord-dad1e319ca0b42ce852803f8944d4b4f |
| Source note | uspto-grants-1987_05 |