Boron tribromide → 2-(2,4-Dichlorophenyl)benzoxazol-5-ol

HRID 1245365

Reaktionsgleichung

Reaktionsgleichung von HRID 1245365
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[O:10][C:11]2[CH:17]=[CH:16][C:15]([O:18]C)=[CH:14][C:12]=2[N:13]=1.B(Br)(Br)Br>ClCCl>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[O:10][C:11]2[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][C:12]=2[N:13]=1

Komponenten

4

Edukt 2

HCID 25134Boron tribromideHCID 219116842-(2,4-Dichlorophenyl)-5-methoxybenzoxazole

Produkt 1

HCID 219117282-(2,4-Dichlorophenyl)benzoxazol-5-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

2-(2,4-dichlorophenyl)-5-methoxybenzoxazole (0.5 g, 1.7 mmol) was dissolved in 25 mL dichloromethane. To the solution was added boron tribromide (8 mmol) and the mixture was allowed to stir at room temperature for 48 hours. The mixture was then diluted with 25 mL dichloromethane and washed sequentially with saturated sodium bicarbonate (2×25 mL), followed by brine. The organic layer was separated, dried over MgSO4 and filtered. The solvent was removed under reduced pressure, to provide 2-(2,4-dichlorophenyl)benzoxazol-5-ol, which was purified using flash chromatography.

Aufarbeitung

  1. washwashed sequentially with saturated sodium bicarbonate (2×25 mL)
  2. customThe organic layer was separated
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-df525709af4e439e997e9f343e88b270
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07125876B2

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