HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylboronic Acid → HCID 68889039, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 68890173 | HCID 68890173 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68889039 | HCID 68889039 | 45.6% |
Reaction Steps
A mixture of the part A compound from Example 3 (100 mg, 0.26 mmol), phenyl boronic acid (48 mg, 0.39 mmol), a solution of aqueous 2.0 M sodium bicarbonate (380 μl, 0.76 mmol) and tetrakis(triphenylphosphine) palladium(0) (1 mg, 0.86 μmol) in degassed DME (1.5 mL) was heated at 90° C. for 18 h under nitrogen. The mixture was diluted with ethyl acetate (20 mL), washed with a solution of aqueous saturated sodium bicarbonate (3×20 mL), dried over sodium sulfate and concentrated. The crude product was purified by ISCO flash chromatography (silica gel/hexane-ethyl acetate 100:0 to 0:100 gradient) to afford the title compound as a white solid (45 mg, 45% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07238702B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-109aff2af4c844478d96c56ff7b86f0a |
| Source note | uspto-grants-2007_07 |