HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 86706838, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Bromo-5-hydroxybenzaldehyde | HCID 387179 | — |
| Reactant | 3-Chloro-4-methoxybenzeneboronic acid | HCID 3247522 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Product | HCID 86706838 | HCID 86706838 | 93% |
Reaction Steps
2-bromo-5-hydroxybenzaldehyde (1 mmol), 3-chloro-4-methoxyphenylboronic acid (1 mmol) and Na2CO3 (2 mmol) were dissolved in AcN/H2O (7:3). Then, palladium tetrakistriphenylphosfine (0.03 mmol) was added and the resulting mixture was refluxed until completion. After concentrating the mixture in vacuo the residue was taken up in water and extracted with AcOEt. The combined organic fractions were dried over Na2SO4, filtered, and evaporated. The crude reaction product was purified by means of flash chromatography on silica gel (hexane/AcOEt 5:1) to yield 3′-chloro-4-hydroxy-4′-methoxybiphenyl-2-carbaldehyde as a white solid (93%); m.p.: 168-170° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09066938B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-681ddbc519384e8b8351e47bd72f3243 |
| Source note | uspto-grants-2015_06 |