Methanol → p-Hydroxyphenylglycine methyl ester

HRID 2414600

Reaktionsgleichung

Reaktionsgleichung von HRID 2414600
S(Cl)(Cl)=O.[CH:5]1[C:10]([C@@H:11]([NH2:15])[C:12]([OH:14])=[O:13])=[CH:9][CH:8]=[C:7]([OH:16])[CH:6]=1.[CH3:17]O>>[CH3:17][O:13][C:12](=[O:14])[CH:11]([NH2:15])[C:10]1[CH:9]=[CH:8][C:7]([OH:16])=[CH:6][CH:5]=1

Komponenten

4

Edukt 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 89853D-p-hydroxyphenylglycine

Produkt 1

HCID 4123006p-Hydroxyphenylglycine methyl ester

Versuchsvorschrift

To 50 mL of methanol cooled to 0° C. was dropwise added 3.75 mL of thionyl chloride followed by 5.0 g (0.030 mmol) of D-4-hydroxyphenylglycine. The reaction was heated to reflux for 5 h then stirred overnight at room temperature. The resulting mixture was concentrated in vacuo and the residue was diluted with ether. The resulting solid was collected by filtration and dried in vacuo to provide 5.9 g of amino-(4-hydroxy-phenyl)-acetic acid methyl ester as a white solid. Electrospray Mass Spec 182.2 (M+H)+

Aufarbeitung

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 5 h
  3. concentrationThe resulting mixture was concentrated in vacuo
  4. additionthe residue was diluted with ether
  5. filtrationThe resulting solid was collected by filtration
  6. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-a425b517eafc418392926bb6979aa5d9
Quelldatensatz
uspto-grants-2004_11
Patentnummer
US06812227B2

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