HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Fluoride → HCID 68690453, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 2,4,6-Trivinylboroxin-Pyridine Complex | HCID 2734806 | — |
| Reactant | HCID 61947154 | HCID 61947154 | — |
| Catalyst | HCID 178418851 | HCID 178418851 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 68690453 | HCID 68690453 | 49% |
Reaction Steps
To a stirring degassed solution of N,N-diethyl-4-chloro-2-methoxybenzamide (65 mg, 0.35 mmol), potassium fluoride (134 mg, 2.3 mmol), and 2,4,6-trivinylcyclotriboroxane pyridine complex (132 mg, 0.35 mmol) in 1,4-dioxane (3 mL) was added bis(tri-t-butylphosphine)palladium (5 mg, 0.01 mmol). The reaction was heated to reflux for 5 h and then cooled to room temperature. The reaction was diluted with brine and extracted with EtOAc (3×5 mL). The organic layers were combined, dried over Na2SO4, and conc. in vacuo to a pale yellow oil. The oil was purified by flash chromatography (SiO2, 0-50% EtOAc in hexanes) to give 40 mg of the desired product as a colorless oil. MS (ESI) 234 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07812024B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-6c6b8c00db3344ceaf74f8fb77780f23 |
| Source note | uspto-grants-2010_10 |