Boron tribromide → 4-(4-Methylphenyl)phenol

HRID 1018969

Reaktionsgleichung

Reaktionsgleichung von HRID 1018969
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.B(Br)(Br)Br>C(Cl)Cl>[CH3:15][C:12]1[CH:11]=[CH:10][C:9]([C:6]2[CH:7]=[CH:8][C:3]([OH:2])=[CH:4][CH:5]=2)=[CH:14][CH:13]=1

Komponenten

4

Edukt 2

HCID 25134Boron tribromideHCID 17047594-Methoxy-4'-methylbiphenyl

Produkt 1

HCID 13827894-(4-Methylphenyl)phenolAusbeute 97,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of 4′-methoxy-4-methylbiphenyl (10.5 g, 53 mmol) in CH2Cl2 (300 mL) at 0° C. was added a solution of 1M BBr3 in CH2Cl2 (65 mL, 65 mmol). The mixture was slowly warmed to r.t. and stirred overnight. After cooling to 0° C. again, the mixture was quenched with H2O. The CH2Cl2 layer was separated, washed with H2O, dried (MgSO4) and concentrated to give the title compound as a white solid (9.5 g, 97% yield).

Aufarbeitung

  1. temperatureAfter cooling to 0° C. again
  2. customthe mixture was quenched with H2O
  3. customThe CH2Cl2 layer was separated
  4. washwashed with H2O
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-4a49328cc11940ef98168f821bda0039
Quelldatensatz
uspto-grants-2002_11
Patentnummer
US06486141B2

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