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

HRID 660276

Reaktionsgleichung

Reaktionsgleichung von HRID 660276
[CH3:1][O:2][C:3](=[O:15])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([N+:12]([O-])=O)[CH:6]=1.CO.[H][H]>C1COCC1.[Pd]>[CH3:1][O:2][C:3](=[O:15])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([NH2:12])[CH:6]=1

Komponenten

6

Edukt 3

HCID 887MethanolHCID 1473109Methyl 2-(4-hydroxy-3-nitrophenyl)acetateHCID 178418361HCID 178418361, Verbindung

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Methyl-2-(4-hydroxy-3-nitrophenyl)acetate (2.31 g, 10.9 mmol) was dissolved in THF (20 mL) and MeOH (20 mL) and 10% palladium on carbon (210 mg) was added slowly at RT. The reaction mixture was hydrogenated for 2 h at 39 psi hydrogen pressure, filtered through Celite and washed with MeOH. The solvent was removed under a vacuum and the residue purified by means of column chromatography (n-hexane/EA=2:1).

Aufarbeitung

  1. filtrationfiltered through Celite
  2. washwashed with MeOH
  3. customThe solvent was removed under a vacuum
  4. customthe residue purified by means of column chromatography (n-hexane/EA=2:1)

Quellen und Nachweise

ORD-Eintrag
ord-bac8935b6b8e4d89b1b163b2790afde2
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08084484B2

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