HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 58114889, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | 1-Naphthaleneboronic acid | HCID 254532 | — |
| Reactant | 2,8-Dibromoquinoline | HCID 45925951 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 58114889 | HCID 58114889 | — |
Reaction Steps
A mixture of 2,8-dibromoquinoline (6.0 g, 21 mmol, prepared by the method of L. Mao et al., Tetrahedron Lett. 46 (2005) 8419), 1-naphthylboronic acid (4.1 g, 24 mmol), K2CO3 (6.6 g, 48 mmol), Pd(OAc)2 (0.1 g, 0.4 mmol), P(o-Tol)3 (0.25 g, 0.8 mmol), DME (50 mL) and water (10 mL) is refluxed for 6 h under stirring in an argon atmosphere. The mixture is then poured into water and extracted with CHCl3 (3×50 mL). The combined organic phase is washed with water and brine, and then concentrated. The residue is purified by column chromatography (silica gel 40, hexane/benzene 1:1). Yield of red purple oil: 4.1 g (57%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07858718B1 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-3f01200e94e04784a7c399fce907cea2 |
| Source note | uspto-grants-2010_12 |