3-Nitrophenylethyl alcohol → 2-(3-Aminophenyl)ethan-1-ol

HRID 15859

Reaktionsgleichung

Reaktionsgleichung von HRID 15859
[N+:1]([C:4]1[CH:5]=[C:6]([CH2:10][CH2:11][OH:12])[CH:7]=[CH:8][CH:9]=1)([O-])=O.C([O-])=O.[NH4+]>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH2:10][CH2:11][OH:12])[CH:7]=[CH:8][CH:9]=1

Komponenten

5

Edukt 2

HCID 1040583-Nitrophenylethyl alcoholHCID 2723923Ammonium formate

Produkt 1

HCID 149389872-(3-Aminophenyl)ethan-1-olAusbeute 54 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

2-(3-Nitrophenyl)ethanol (836 mg, 5.00 mmol) and Pd (10% on charcoal, 200 mg) were suspended in dry methanol (10 mL). After the addition of ammonium formate (1.450 g, 23 mmol) a slightly exothermic and effervescent reaction was observed. After stirring for 1 h at room temperature the mixture was filtered over celite. The filtrate was evaporated and the residue dissolved in ethyl acetate. After washing with saturated aqueous sodium hydrogencarboante solution, water and brine the organic layer was dried (magnesium sulfate) and the solvent removed under reduced pressure affording the title compound in 54% yield (373 mg) as a white solid.

Aufarbeitung

  1. customeffervescent reaction
  2. filtrationwas filtered over celite
  3. customThe filtrate was evaporated
  4. dissolutionthe residue dissolved in ethyl acetate
  5. washAfter washing with saturated aqueous sodium hydrogencarboante solution, water and brine the organic layer
  6. dry with materialwas dried (magnesium sulfate)
  7. customthe solvent removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-824ab447f90a413daf02962ad5f273a6
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732600B2

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