Ethyl 4-nitrophenylacetate → p-Aminophenylacetic acid ethyl ester

HRID 82288

Reaktionsgleichung

Reaktionsgleichung von HRID 82288
[CH2:1]([O:3][C:4](=[O:15])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-])=O)=[CH:8][CH:7]=1)[CH3:2]>CO.[Pd]>[CH2:1]([O:3][C:4](=[O:15])[CH2:5][C:6]1[CH:7]=[CH:8][C:9]([NH2:12])=[CH:10][CH:11]=1)[CH3:2]

Komponenten

4

Edukt 1

HCID 79517Ethyl 4-nitrophenylacetate

Produkt 1

HCID 225219p-Aminophenylacetic acid ethyl esterAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of (4-nitro-phenyl)-acetic acid ethyl ester (Preparation 266, 3.4 g, 16.1 mmol) in methanol (100 mL) was degassed with argon for 15 min, treated with 10% palladium on charcoal (700 mg), and then stirred at room temperature under hydrogen (balloon pressure) for 16 hours. The reaction mixture was filtered through celite, washed with methanol (2×20 mL) and the filtrate was evaporated in vacuo to afford the title compound as an oil in 96% yield, 2.8 g.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through celite
  2. washwashed with methanol (2×20 mL)
  3. customthe filtrate was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-fe07bca9abc34804884d77575928a0e0
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846698B2

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