Boron tribromide → 3-(4-Bromo-phenyl)benzofuran-6-ol

HRID 342209Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 342209
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[CH:13]=[CH:14][C:15]([O:17]C)=[CH:16][C:11]=3[O:10][CH:9]=2)=[CH:4][CH:3]=1.B(Br)(Br)Br>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[CH:13]=[CH:14][C:15]([OH:17])=[CH:16][C:11]=3[O:10][CH:9]=2)=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 25134Boron tribromideHCID 109027443-(4-Bromo-phenyl)-6-methoxy-benzofuran

Produkt 1

HCID 545619733-(4-Bromo-phenyl)benzofuran-6-olAusbeute 101,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

3.0 g of 3-(4-bromo-phenyl)-6-methoxy-benzofuran are treated at 0° C. with 100 ml of 1M boron tribromide solution in methylene chloride. The ice bath is removed and the reaction mixture is stirred, subsequently poured into saturated sodium carbonate solution and extracted with methylene chloride. The organic phases are washed with saturated sodium chloride solution, dried and evaporated. There are obtained 2.9 g of 3-(4-bromo-phenyl)-benzofuran-6-ol, MS: m/e 288 (M+, 1 Br).

Aufarbeitung

  1. customThe ice bath is removed
  2. additionsubsequently poured into saturated sodium carbonate solution
  3. extractionextracted with methylene chloride
  4. washThe organic phases are washed with saturated sodium chloride solution
  5. customdried
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-eae515a5a6f44a0280d0e37b30718af7
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05856503

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