HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 531140Erstellt: 26. Oktober 2026
Sodium Carbonate → 2',4'-Difluoro-3-hydroxy[1,1'-biphenyl]-4-carbaldehyde
https://huagongshe.com/reaction/531140
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 2,4-Difluorophenylboronic acid | HCID 2734334 | — |
| Edukt | 4-Bromo-2-hydroxybenzaldehyde | HCID 4066019 | — |
| Edukt | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 2',4'-Difluoro-3-hydroxy[1,1'-biphenyl]-4-carbaldehyde | HCID 53220373 | 97,3% |
Reaktionsschritte
A mixture of 4-bromo-2-hydroxybenzaldehyde (7.5 g), (2,4-difluorophenyl)boronic acid (8.84 g), tris(dibenzylideneacetone)dipalladium (0) (1.367 g), 2M aqueous sodium carbonate solution (56.0 mL) and dicyclohexyl(2′,6′-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine (1.53 g) in toluene (70 mL) was stirred at 100° C. under nitrogen atmosphere overnight. The mixture was diluted with ethyl acetate and water. The organic layer was separated and concentrated in vacuo. The residue was passed through a silica gel pad and concentrated in vacuo. The residue was crystallized from methanol-water (80 mL-20 mL) to give the title compound (8.50 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09353108B2 |
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| Quelldatensatz | uspto-grants-2016_05 |
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| ORD ID | ord-298f52b8b3634dd3988285784454a942 |
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| Quellennotiz | uspto-grants-2016_05 |
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