Bromine → 4-Bromo-2-ethyl-6-methylphenol

HRID 491128Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 491128
[Br:1]Br.[CH2:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:6]=1[OH:12])[CH3:4].OS([O-])=O.[Na+]>C(Cl)(Cl)Cl>[Br:1][C:9]1[CH:8]=[C:7]([CH3:11])[C:6]([OH:12])=[C:5]([CH2:3][CH3:4])[CH:10]=1

Komponenten

5

Edukt 3

HCID 24408BromineHCID 5193332-Ethyl-6-methylphenolHCID 23665763Sodium Bisulfite

Produkt 1

HCID 220068384-Bromo-2-ethyl-6-methylphenol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Versuchsvorschrift

At RT a solution of 12.7 mL (247 mmol) bromine in 10 mL chloroform was added dropwise to a solution of 33.6 g (247 mmol) 2-ethyl-6-methyl-phenol in 350 mL chloroform and the mixture was stirred for 2 h. The reaction mixture was combined with an aqueous NaHSO3 solution and stirred for 20 min. The phases were separated and the organic phase was washed with saturated NaCl solution, dried over Na2SO4 and evaporated down i.vac. Column chromatography (silica gel, Cyc/EtOAc 9:1) yielded the product.

Aufarbeitung

  1. stirringstirred for 20 min
  2. customThe phases were separated
  3. washthe organic phase was washed with saturated NaCl solution
  4. dry with materialdried over Na2SO4
  5. customevaporated down i.vac
  6. customColumn chromatography (silica gel, Cyc/EtOAc 9:1) yielded the product

Quellen und Nachweise

ORD-Eintrag
ord-8c2ab615cb5a4018a1f6f6954d6db7ce
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07528129B2

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