1-(4-Nitrophenyl)propan-2-one → 4-Aminophenylacetone

HRID 450079

Reaktionsgleichung

Reaktionsgleichung von HRID 450079
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11](=[O:13])[CH3:12])=[CH:6][CH:5]=1)([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:10][C:11](=[O:13])[CH3:12])=[CH:8][CH:9]=1

Komponenten

4

Edukt 1

HCID 2193671-(4-Nitrophenyl)propan-2-one

Produkt 1

HCID 117883794-AminophenylacetoneAusbeute 48 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

1-(4-nitro-phenyl)-propan-2-one (150 mg) was dissolved in methanol (5 ml) and then Pd/C (50 mg) was added. The resulting reaction mixture was stirred for 10 hr at room temperature under hydrogen pressure. The reaction mixture was filtered over celite and the filtrate evaporated. Purification by column chromatography over silica gel using ethyl acetate and hexane (1:9) as eluent gave 1-(4-amino-phenyl)-propan-2-one (60 mg, 48%).

Aufarbeitung

  1. customThe resulting reaction mixture
  2. filtrationThe reaction mixture was filtered over celite
  3. customthe filtrate evaporated
  4. customPurification by column chromatography over silica gel

Quellen und Nachweise

ORD-Eintrag
ord-a0e0548b7b274966b0f7a67c197f26de
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08486962B2

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