Nitric Acid → Ethyl 2-(4-hydroxy-3-nitrophenyl)propanoate

HRID 660315Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 660315
[CH2:1]([O:3][C:4](=[O:14])[CH:5]([C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1)[CH3:6])[CH3:2].[N+:15]([O-])([OH:17])=[O:16].O>C(O)(=O)C>[CH2:1]([O:3][C:4](=[O:14])[CH:5]([C:7]1[CH:8]=[CH:9][C:10]([OH:13])=[C:11]([N+:15]([O-:17])=[O:16])[CH:12]=1)[CH3:6])[CH3:2]

Komponenten

5

Edukt 3

HCID 944Nitric AcidHCID 962WaterHCID 12785115Ethyl 2-(4-hydroxyphenyl)propanoate

Produkt 1

HCID 21444155Ethyl 2-(4-hydroxy-3-nitrophenyl)propanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A solution of 2-(4-hydroxy-phenyl)-propionic acid ethyl ester (9.02 g) in acetic acid (75 mL) was added nitric acid (60%, 5.24 g in AcOH) at room temperature. The reaction mixture was stirred for 30 minutes at room temperature and added water. The mixture was extracted with EtOAc and the organic layer was dried over magnesium sulfate, filtered and concentrated in vacuo. The resulting residue was chromatographed on silica gel (n-Hex:EtOAc=10:1) to afford the product as yellow oil. (9.71 g)

Aufarbeitung

  1. extractionThe mixture was extracted with EtOAc
  2. dry with materialthe organic layer was dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe resulting residue was chromatographed on silica gel (n-Hex:EtOAc=10:1)

Quellen und Nachweise

ORD-Eintrag
ord-a507f1f146284096a9b5e5b2c74d9f84
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08084484B2

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