HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 4-(Pyrimidin-2-yl)benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Bromopyrimidine | HCID 78345 | — |
| Reactant | 4-Formylphenylboronic Acid | HCID 591073 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-(Pyrimidin-2-yl)benzaldehyde | HCID 12703722 | 73.3% |
Reaction Steps
To a degassed suspension of 4-formylphenylboronic acid (100 mg), 2-bromopyrimidine (107 mg) and sodium carbonate (212 mg) in acetonitrile (2 ml)/water (2 ml) was added freshly prepared tetrakis(triphenylphosphine)palladium(0), (40 mg) and the mixture was refluxed under nitrogen, for 20 hrs. The cooled reaction mixture was diluted with water and extracted with ethyl acetate (×2). The combined organic extracts were dried over anhydrous magnesium sulfate, filtered and evaporated under reduced pressure. The residue was purified by column chromatography over silica, eluting with iso-hexane/ethyl acetate (75:25) to afford the sub-title compound as a solid (90 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07384951B2 |
| Source dataset | uspto-grants-2008_06 |
| ORD ID | ord-d3f21f00e2414531b4f4c993a8b1d7f5 |
| Source note | uspto-grants-2008_06 |