HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 11287711, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Bromobenzaldehyde | HCID 81129 | — |
| Reactant | 1-Naphthaleneboronic acid | HCID 254532 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | N,N-Dimethylformamide--water (1/1) | HCID 21962138 | — |
| Product | HCID 11287711 | HCID 11287711 | 87.1% |
Reaction Steps
To a suspension of 2-bromobenzaldehyde (200 μL, 1.71 mmol), sodium carbonate (218 mg, 2.06 mmol), and 1-naphthaleneboronic acid (353 mg, 2.05 mmol) in 3.4 mL of N,N-dimethylformamide/water (2:1) was added palladium acetate (20 mg, 89 μmol) under nitrogen. After being stirred at room temperature overnight, the reaction mixture was filtered. The filtrate was diluted with diethyl ether, and the solution was washed with saturated NaHCO3 aqueous solution, brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=90/10 to 80/20) to obtain the title compound as a white solid (346 mg, 87%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08552220B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-b69bca30ded74207873c0bdbd2d8a78b |
| Source note | uspto-grants-2013_10 |