HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 58114887, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | HCID 15405941 | HCID 15405941 | — |
| Reactant | 2,8-Dibromoquinoline | HCID 45925951 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 58114887 | HCID 58114887 | — |
Reaction Steps
A mixture of 2,8-dibromoquinoline (4.64 g, 16 mmol, prepared by the method of L. Mao et al., Tetrahedron Lett. 46 (2005) 8419), 3,5-di-tert-butyl-2-methoxyphenylboronic acid (4.3 g, 16 mmol), K2CO3 (5.6 g, 40 mmol), Pd(OAc)2 (0.08 g, 0.3 mmol), P(o-Tol)3 (0.2 g, 0.6 mmol), dimethoxyethane (40 mL) and water (10 mL) is refluxed for 8 h with 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/CH2Cl24:1). Yield: 5.2 g (77%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08158733B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-6e641ad5888a4c808590d9388ad7ae27 |
| Source note | uspto-grants-2012_04 |