HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 58415370, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Fluoro-4-formylbenzeneboronic acid | HCID 16218045 | — |
| Reactant | 2-Benzyl-5-bromo-1-benzofuran | HCID 22768909 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58415370 | HCID 58415370 | — |
Reaction Steps
A solution of 2-fluoro-4-formylphenylboronic acid (58 mg, 0.348 mmol), 2-benzyl-5-bromobenzofuran (50 mg, 0.174 mmol), tetrakis(triphenylphosphine) palladium(0) (20 mg, 0.0174 mmol) and sodium carbonate (106 mg, 1.0 mmol) in 1,4-dioxane (4 mL) and water (1 mL) was heated at 100° C. for 12 h. The mixture was partitioned between brine (20 mL) and EtOAc (20 mL). The organic layer was dried. Removal of solvents gave the residue which was purified by silica gel column chromatography (ISCO system, 30% dichloromethane in hexanes) to give the product as a off white solid: 1H NMR (400 MHz, CDCl3) δ 10.0 (s, 1H), 7.61-7.75 (m, 5H), 7.27-7.51 (m, 7H), 6.45 (s, 1H), 4.14 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07919519B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-2b0043bee3f44d369723d74443f33815 |
| Source note | uspto-grants-2011_04 |