Phenol, 2-fluoro-5-methyl- → 4-Bromo-2-fluoro-5-methylphenol

HRID 407981Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 407981
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[OH:9].[Br-:10].[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:10][C:6]1[C:5]([CH3:8])=[CH:4][C:3]([OH:9])=[C:2]([F:1])[CH:7]=1

Komponenten

4

Edukt 2

HCID 182387Phenol, 2-fluoro-5-methyl-HCID 23500184Tetra-n-butylammonium tribromide

Produkt 1

HCID 108997434-Bromo-2-fluoro-5-methylphenolAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

2-Fluoro-5-methylphenol (5.0 g, 40 mmol) was dissolved in chloroform (200 mL). Tetrabutylammonium tribromide (19 g, 40 mmol) was added and the reaction stirred at ambient temperature for 30 minutes. The reaction was concentrated and purified over silica gel (20% EtOAc in hexanes) to afford 4-bromo-2-fluoro-5-methylphenol (7.8 g, 38 mmol, 96% yield) as an amber oil.

Aufarbeitung

  1. concentrationThe reaction was concentrated
  2. custompurified over silica gel (20% EtOAc in hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-9bc38907ef0b4dfca8248dd9330b26ec
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08754226B2

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