HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 334258Generated: October 26, 2026
Sodium Carbonate → (1,1'-Biphenyl)-2-carboxaldehyde
https://huagongshe.com/reaction/334258
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | 2-Bromobenzaldehyde | HCID 81129 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | (1,1'-Biphenyl)-2-carboxaldehyde | HCID 121052 | 75.2% |
Reaction Steps
2-Bromobenzaldehyde (315 μL, 2.70 mmol), phenylboronic acid (395 mg, 3.24 mmol), Pd(PPh3)4 (31 mg, 0.027 mmol) and Na2CO3 (430 mg, 4.05 mmol) were dissolved in N,N-dimethylformamide (20 mL) in a reaction vessel and refluxed at 160° C. for 6 hours. After the reaction was completed, the reaction mixture was diluted with EtOAc and saturated NaHCO3 solution was added. The organic layer obtained by extracting the aqueous layer with EtOAc was dried with anhydrous MgSO4 and then filtered. The filtrate was concentrated under reduced pressure and the concentrate was purified by column chromatography (hexane:diethyl ether=8:1) to obtain 369 mg of the target compound (2.03 mmol, 75.0%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08883796B2 |
|---|
| Source dataset | uspto-grants-2014_11 |
|---|
| ORD ID | ord-cf70e14551404b549f65d855c83a2831 |
|---|
| Source note | uspto-grants-2014_11 |
|---|