HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Phosphate, Tribasic → HCID 86758107, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 3-Cyanophenylboronic acid | HCID 2734325 | — |
| Reactant | HCID 86758108 | HCID 86758108 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86758107 | HCID 86758107 | 95.4% |
Reaction Steps
To a solution of ethyl (Z)-3-{[(trifluoromethyl)sulfonyl]-oxy}-2-propenoate (330 mg, 1.25 mmol) in 5 ml anhydrous dioxane was added potassium phosphate (398 mg, 1.88 mmol), 3-cyanophenyl boronic acid (185 mg, 1.25 mmol), and tetrakis (triphenylphosphine)palladium(0) (36 mg, 0.031 mmol). Reaction mixture was heated to reflux and stirred overnight. Mixture was filtered through a pad of Celite, diluted with 50 ml ethyl acetate, washed with 2×50 ml water, 2×50 ml saturated brine solution, dried over magnesium sulfate, filtered and concentrated in vacuo. Residue was chromatographed on silica gel using 5% EtOAc in hexane as the eluent to give ethyl (Z) 3-(3-cyanophenyl)-2-propenoate (240 mg, 71%) as a clear oil after drying. ES-MS (M+H+): 216.05
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06399627B1 |
| Source dataset | uspto-grants-2002_06 |
| ORD ID | ord-0c7f3240a5974cbb83b625ea2f99ea2f |
| Source note | uspto-grants-2002_06 |