HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium Carbonate → 2-(3-Bromo-phenyl)-5-phenyl-benzoxazole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 2-Amino-4-phenylphenol | HCID 14562 | — |
| Edukt | Benzoyl chloride, 3-bromo- | HCID 74377 | — |
| Lösungsmittel | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Lösungsmittel | Sodium chloride; water | HCID 57417360 | — |
| Produkt | 2-(3-Bromo-phenyl)-5-phenyl-benzoxazole | HCID 59334844 | — |
Reaktionsschritte
2-amino-4-phenylphenol (30) (250 mg, 1.20 mmol) and 3-bromo-benzoyl chloride (31) (265 mg, 1.20 mmol) were heated in NMP at 150° C. overnight. The reaction was cooled to ambient temperature then K2CO3 (aq) and brine were added, and the aqueous extracted with EtOAc (×5). The organic layer was washed with brine, dried (Na2SO4), and the solvent concentrated in vacuo. The crude product was purified by column chromatography eluting with a mixture of 1:1 DCM in heptane to yield the title compound. Yield: 210 mg, 49%; LC-MS tr 2.02 min; HPLC Purity: 67%; MS (ES+) m/z 350, 352 (M+H)
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08080567B2 |
| Quelldatensatz | uspto-grants-2011_12 |
| ORD ID | ord-c064c2f3a323463bbfc766a2e457ce49 |
| Quellennotiz | uspto-grants-2011_12 |