HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylboronic Acid → HCID 10999447, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | Barium hydroxide | HCID 6093286 | — |
| Reactant | 2-Chloro-6-nitroquinoline | HCID 10921723 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 10999447 | HCID 10999447 | — |
Reaction Steps
2-Chloro-6-nitroquinoline (10.5 g, 50.4 mmol) (Byoung S. L. et al. Heterocycles. 1998, 48.12, 65), phenylboronic acid (7.4 g, 60.4 mmol), palladium dichloride bis(triphenylphosphine) (0.70 g, 1.01 mmol) and barium hydroxide (38.1 g, 0.121 mol) in 200 ml of anhydrous THF are stirred at 65° C. for 20 hours. The mixture is diluted with water, extracted with CH2Cl2 and evaporated, and the residue is chromatographed on silica gel (1/1 hexane/ethyl acetate). Yield: 7.8 g (62%); IR (KBr): 3475, 3357, 1592, 1479 cm−1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07674809B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-099cc84aef6a4df68330894a3fb2c6e9 |
| Source note | uspto-grants-2010_03 |