Hydrochloric Acid → 2-Fluoro-5-hydroxy-4-methylphenol

HRID 393615Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 393615
C(=O)([O-])[O-].[K+].[K+].C(=O)(OC)[O:8][C:9]1[CH:14]=[C:13]([OH:15])[C:12]([F:16])=[CH:11][C:10]=1[CH3:17].Cl>CO>[F:16][C:12]1[CH:11]=[C:10]([CH3:17])[C:9]([OH:8])=[CH:14][C:13]=1[OH:15]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 22625031(4-Fluoro-5-hydroxy-2-methylphenyl) methyl carbonate

Produkt 1

HCID 226465752-Fluoro-5-hydroxy-4-methylphenolAusbeute 70,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

Potassium carbonate (870 mg, 6.3 mmol) was added to a solution of (4-fluoro-5-hydroxy-2-methylphenyl) methyl carbonate (1.2 g, 6 mmol) in methanol (20 ml) and the mixture was heated at 50° C. for 1 hour. The mixture was allowed to cool, adjusted to pH3 with hydrochloric acid and extracted with ethyl acetate. The combined extracts were washed with brine, dried (MgSO4) and the volatiles removed by evaporation. The residue was purified by column chromatography eluting with petroleum ether/ethyl acetate (7/3) to give 2-fluoro-5-hydroxy-4-methylphenol (603 mg, 70%) as a yellow solid.

Aufarbeitung

  1. temperatureto cool
  2. extractionextracted with ethyl acetate
  3. washThe combined extracts were washed with brine
  4. dry with materialdried (MgSO4)
  5. customthe volatiles removed by evaporation
  6. customThe residue was purified by column chromatography
  7. washeluting with petroleum ether/ethyl acetate (7/3)

Quellen und Nachweise

ORD-Eintrag
ord-35827393192649578d29c5c3ec8ece2a
Quelldatensatz
uspto-grants-2004_10
Patentnummer
US06809097B1

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