Hydrochloric Acid → 4-Bromo-2,6-dimethylphenyl trifluoromethanesulfonate

HRID 2220623Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2220623
[F:1][C:2]([F:15])([F:14])[S:3]([O:6]S(C(F)(F)F)(=O)=O)(=[O:5])=[O:4].[Br:16][C:17]1[CH:22]=[C:21]([CH3:23])[C:20](O)=[C:19]([CH3:25])[CH:18]=1.N1C=CC=CC=1.Cl>C(Cl)Cl.C(OCC)(=O)C>[F:1][C:2]([F:15])([F:14])[S:3]([O:6][C:20]1[C:21]([CH3:23])=[CH:22][C:17]([Br:16])=[CH:18][C:19]=1[CH3:25])(=[O:5])=[O:4]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 169194-Bromo-2,6-dimethylphenolHCID 67749Trifluoromethanesulfonic anhydride

Produkt 1

HCID 231343334-Bromo-2,6-dimethylphenyl trifluoromethanesulfonate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Trifluoromethanesulfonic anhydride (1.004 mL) was added to an ice-cooled mixture of 4-bromo-2,6-dimethylphenol (1.00 g) and pyridine (0.482 mL) in methylene chloride (5 mL) with stirring. After being stirred for 10 minutes, the reaction mixture was poured into a mixture of 1 mol/L hydrochloric acid and ethyl acetate. The organic layer was separated, washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: diethyl ether/n-hexane=1/20) to afford 4-bromo-2,6-dimethylphenyl trifluoromethanesulfonate (1.439 g).

Aufarbeitung

  1. temperaturecooled
  2. stirringAfter being stirred for 10 minutes
  3. customThe organic layer was separated
  4. washwashed with water and brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. customthe residue was purified by silica gel column chromatography (eluent: diethyl ether/n-hexane=1/20)

Quellen und Nachweise

ORD-Eintrag
ord-31181d6510d442a09db40694d9f917d6
Quelldatensatz
uspto-grants-2008_08
Patentnummer
US07417169B2

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