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

HRID 363095Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 363095
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:4]=1[OH:10])[CH3:2].[Br-:11].[Br-].[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC>C(Cl)(Cl)Cl>[Br:11][C:7]1[CH:6]=[C:5]([CH3:9])[C:4]([OH:10])=[C:3]([CH2:1][CH3:2])[CH:8]=1

Komponenten

4

Edukt 2

HCID 5193332-Ethyl-6-methylphenolHCID 23500184Tetra-n-butylammonium tribromide

Produkt 1

HCID 220068384-Bromo-2-ethyl-6-methylphenolAusbeute 182,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

Then, 16 g of 2-ethyl-6-methylphenol was dissolved in 200 ml of chloroform, followed by stirring at 0° C., to which 56.6 g of tetrabutylammonium tribromide was added in small portions. After stirring at room temperature for 1 hour, the solvent was removed by distillation under reduced pressure, and the residue was dissolved in 300 ml of diethyl ether. The solution was successively washed with 10% hydrochloric acid and water, dried with anhydrous magnesium sulfate, and concentrated to obtain a crude product. The crude product was subjected to silica gel chromatography, which afforded 23 g of 4-bromo-2-ethyl-6-methylphenol (92% yield).

Aufarbeitung

  1. additionwas added in small portions
  2. customthe solvent was removed by distillation under reduced pressure
  3. dissolutionthe residue was dissolved in 300 ml of diethyl ether
  4. washThe solution was successively washed with 10% hydrochloric acid and water
  5. dry with materialdried with anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. customto obtain a crude product

Quellen und Nachweise

ORD-Eintrag
ord-12b1d64a1dd3461ba4f2a029abab3055
Quelldatensatz
uspto-grants-1999_02
Patentnummer
US05872137

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