Methanol → Methyl 2-(3-fluoro-4-hydroxyphenyl)acetate

HRID 430369

Reaktionsgleichung

Reaktionsgleichung von HRID 430369
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([OH:12])=[O:11])[CH:5]=[CH:6][C:7]=1[OH:8].S(=O)(=O)(O)O.[CH3:18]O>>[CH3:18][O:11][C:10](=[O:12])[CH2:9][C:4]1[CH:5]=[CH:6][C:7]([OH:8])=[C:2]([F:1])[CH:3]=1

Komponenten

4

Edukt 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 680143-Fluoro-4-hydroxybenzeneacetic acid

Produkt 1

HCID 10797559Methyl 2-(3-fluoro-4-hydroxyphenyl)acetateAusbeute 97,6 %

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

A solution of (3-fluoro-4-hydroxy-phenyl)-acetic acid (1.0 g, 5.87 mmol) in methanol (20 mL) was treated with a catalytic amount of sulfuric acid. The reaction was heated at 120° C. for 6 h. At this time, the reaction was concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 50/50 hexanes/ethyl acetate) afforded (3-fluoro-4-hydroxy-phenyl)-acetic acid methyl ester (1.05 g, 97.6%) as a white solid: mp 34-36° C.: EI-HRMS m/e calcd for C9H9FO3 (M+) 184.0535, found 184.0533.

Aufarbeitung

  1. concentrationAt this time, the reaction was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-66bf0c2b8eb642bbb23762fefb822727
Quelldatensatz
uspto-grants-2001_11
Patentnummer
US06320050B1

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