Ethyl 2-(4-hydroxy-3-nitrophenyl)propanoate → Ethyl 3-amino-4-hydroxy-phenyl-propionate

HRID 660292Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 660292
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:14])[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:4][C:3]=1[N+:15]([O-])=O>C1COCC1.C(O)C.[Pd]>[NH2:15][C:3]1[CH:4]=[C:5]([CH:8]([CH3:14])[C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[CH:7][C:2]=1[OH:1]

Komponenten

5

Edukt 1

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

Produkt 1

HCID 12202638Ethyl 3-amino-4-hydroxy-phenyl-propionate

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Ethyl 2-(4-hydroxy-3-nitrophenyl)propanoate (260 mg, 1.09 mmol) in THF (6 mL) and ethanol (6 mL) was slowly added 10% Pd/C (29 mg) at room temperature. The mixture was hydrogenated for 2 hours at 43 psi and then filtered with celite pad and washed with EtOAc. The filtrate was concentrated in vacuo. The residue was purified by column chromatography eluting with n-Hexane/EtOAc=1/1.

Aufarbeitung

  1. customat room temperature
  2. filtrationfiltered with celite pad
  3. washwashed with EtOAc
  4. concentrationThe filtrate was concentrated in vacuo
  5. customThe residue was purified by column chromatography
  6. washeluting with n-Hexane/EtOAc=1/1

Quellen und Nachweise

ORD-Eintrag
ord-d260cc7546d1492e9c9807a0e78c78e1
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08084484B2

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