Ethyl orthoformate → Methyl (1,3-benzoxazol-5-yl)acetate

HRID 660277

Reaktionsgleichung

Reaktionsgleichung von HRID 660277
[CH3:1][O:2][C:3](=[O:13])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([NH2:12])[CH:6]=1.[CH:14](OCC)(OCC)OCC>O>[CH3:1][O:2][C:3](=[O:13])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]2[O:11][CH:14]=[N:12][C:7]=2[CH:6]=1

Komponenten

4

Edukt 2

HCID 31214Ethyl orthoformateHCID 1475136Methyl 2-(3-amino-4-hydroxyphenyl)acetate

Produkt 1

HCID 16413026Methyl (1,3-benzoxazol-5-yl)acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Methyl-2-(3-amino-4-hydroxyphenyl)acetate (1.39 g, 7.67 mmol) was combined at RT with triethyl orthoformate (10 ml). The reaction mixture was heated to reflux for 12 h and then cooled to RT. Water (70 mL) was added thereto and the reaction mixture was extracted with EA. The combined organic phases were dried over MgSO4 and filtered. The solvent was removed under a vacuum and the residue purified by means of column chromatography (n-hexane/EA=2:1).

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 12 h
  3. extractionthe reaction mixture was extracted with EA
  4. dry with materialThe combined organic phases were dried over MgSO4
  5. filtrationfiltered
  6. customThe solvent was removed under a vacuum
  7. customthe residue purified by means of column chromatography (n-hexane/EA=2:1)

Quellen und Nachweise

ORD-Eintrag
ord-6d899332cb7140c3ac23056d1c6960da
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08084484B2

Verknüpfte Notizen

Wird geladen…