4-sec-Butylphenol → 2-Bromo-4-(sec-butyl)phenol

HRID 604222Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 604222
[CH:1]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1)([CH2:3][CH3:4])[CH3:2].[Br:12]Br.S([O-])([O-])(=O)=S.[Na+].[Na+]>C(Cl)(Cl)Cl>[Br:12][C:9]1[CH:10]=[C:5]([CH:1]([CH2:3][CH3:4])[CH3:2])[CH:6]=[CH:7][C:8]=1[OH:11]

Komponenten

5

Edukt 3

HCID 74534-sec-ButylphenolHCID 24408BromineHCID 24477Sodium Thiosulfate

Produkt 1

HCID 166412802-Bromo-4-(sec-butyl)phenol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

4-sec-Butyl-phenol (3.0 g) is dissolved in chloroform and thereto is added bromine (1.02 ml) and the mixture is stirred at room temperature for 30 minutes. Thereto are added a saturated aqueous sodium thiosulfate solution, a saturated aqueous sodium bicarbonate solution and ethyl acetate, and the mixture is separated. The organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure to give 2-bromo-4-sec-butyl-phenol (4.57 g). NMR (CDCl3): 0.81 (3H, t), 1.19 (3H, d), 1.56 (2H, m), 2.51 (1H, m), 5.33 (1H, s), 6.93 (1H, d), 7.02 (1H, d), 7.26 (1H, s).

Aufarbeitung

  1. customa saturated aqueous sodium bicarbonate solution and ethyl acetate, and the mixture is separated
  2. washThe organic layer is washed with a saturated brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f2ca75af1c0a4e818549aa483c81a8de
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07906517B2

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