Water → 4-(4-n-Propylphenyl)phenol

HRID 1406837Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1406837
[CH2:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][C:13]([O:16]C)=[CH:12][CH:11]=2)=[CH:6][CH:5]=1)[CH2:2][CH3:3].B(Br)(Br)Br.O>ClCCl>[CH2:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[CH:12][C:13]([OH:16])=[CH:14][CH:15]=2)=[CH:6][CH:5]=1)[CH2:2][CH3:3]

Komponenten

5

Edukt 3

HCID 962WaterHCID 25134Boron tribromideHCID 220687594-Methoxy-4′-propylbiphenyl

Produkt 1

HCID 136276804-(4-n-Propylphenyl)phenolAusbeute 78,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Then, 21.60 g of 4-(4-propylphenyl)anisole was dissolved in 45 mL of dichloromethane, and the resultant solution was cooled with ice. Then, 35.79 g of boron tribromide was added to the solution at such a rate that the inside temperature did not exceed 10° C., followed by stirring at room temperature for 1 hour. Water was added to separate the mixture into layers, and an organic layer was washed with a saturated aqueous sodium bicarbonate solution and saturated brine and dried by adding sodium sulfate. Then, the solvent was distilled off under reduced pressure, and the residue was recrystallized from ethanol to yield 15.91 g of 4-(4-propylphenyl)phenol.

Aufarbeitung

  1. customdid not exceed 10° C.
  2. customto separate the mixture into layers
  3. washan organic layer was washed with a saturated aqueous sodium bicarbonate solution and saturated brine
  4. customdried
  5. additionby adding sodium sulfate
  6. distillationThen, the solvent was distilled off under reduced pressure
  7. customthe residue was recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-a323e2b0fd784a9cabe0b16f2f690916
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08916718B2

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