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

HRID 247969

Reaktionsgleichung

Reaktionsgleichung von HRID 247969
[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].[CH3:13]O.S(=O)(=O)(O)O>O>[CH3:13][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

5

Edukt 3

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

Produkt 1

HCID 10797559Methyl 2-(3-fluoro-4-hydroxyphenyl)acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 2.0 g of 3-fluoro-4-hydroxybenzeneacetic acid, 10 ml of methyl alcohol and 1 ml of concentrated sulfuric acid is heated at reflux temperature for 23.5 hours. The cooled solution is diluted with water and extracted with methylene chloride. The organic layer is washed with water, saturated sodium bicarbonate, water and saturated sodium chloride; dried and concentrated in vacuo. The residue is purified by column chromatography (silica gel:25% ethyl acetate/hexane) to give 1.9 g of the desired product.

Aufarbeitung

  1. temperatureis heated
  2. temperatureat reflux temperature for 23.5 hours
  3. extractionextracted with methylene chloride
  4. washThe organic layer is washed with water, saturated sodium bicarbonate, water and saturated sodium chloride
  5. customdried
  6. concentrationconcentrated in vacuo
  7. customThe residue is purified by column chromatography (silica gel:25% ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-1b4c5b4238094374b404e5e81d4d6beb
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05208247

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