HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2H-1,3-benzodioxol-5-yl)boronic acid → HCID 57863157, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2H-1,3-benzodioxol-5-yl)boronic acid | HCID 2734371 | — |
| Reactant | 2-Chloro-6-nitroquinoline | HCID 10921723 | — |
| Reactant | Barium hydroxide, octahydrate | HCID 17749109 | — |
| Catalyst | Palladium Chloride | HCID 24290 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57863157 | HCID 57863157 | 27.2% |
Reaction Steps
2-chloro-6-nitroquinoline (5.2 g, 25 mmol) (prepared according to Byoung S. L. et al. Heterocycles. 1998, 48.12, 65), 3,4-(methylenedioxy)phenylboronic acid (5.0 g, 30 mmol), palladium dichloride bis(triphenilphosphine) (350 mg, 0.5 mmol) and barium hydroxide octahydrate (18.9 g, 60 mmol) in 150 ml of anhydrous THF are stirred at 65° C. for 20 hours. The mixture of reaction is evaporated under vacuum and the residue is chromatographed on silica gel (CH2Cl2) to afford 2.0 g (27%) of the titled product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07968558B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-459249bb05194f7ea2871188b2f38bfd |
| Source note | uspto-grants-2011_06 |