Methyl 5-[4-(ethylsulfonyl)phenoxy]-2-nitrobenzoate → Methyl 2-amino-5-[4-(ethylsulfonyl)phenoxy]benzoate

HRID 2080669Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2080669
[CH2:1]([S:3]([C:6]1[CH:25]=[CH:24][C:9]([O:10][C:11]2[CH:12]=[CH:13][C:14]([N+:21]([O-])=O)=[C:15]([CH:20]=2)[C:16]([O:18][CH3:19])=[O:17])=[CH:8][CH:7]=1)(=[O:5])=[O:4])[CH3:2].[H][H]>[Ni].CO>[NH2:21][C:14]1[CH:13]=[CH:12][C:11]([O:10][C:9]2[CH:24]=[CH:25][C:6]([S:3]([CH2:1][CH3:2])(=[O:5])=[O:4])=[CH:7][CH:8]=2)=[CH:20][C:15]=1[C:16]([O:18][CH3:19])=[O:17]

Komponenten

5

Edukt 2

HCID 57433573Methyl 5-[4-(ethylsulfonyl)phenoxy]-2-nitrobenzoateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 57433574Methyl 2-amino-5-[4-(ethylsulfonyl)phenoxy]benzoateAusbeute 41,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

0.7 g of Raney nickel was added to a methanol (150 ml) solution of 6.98 g of methyl 5-[4-(ethylsulfonyl)phenoxy]-2-nitrobenzoate, and stirred overnight in a hydrogen atmosphere. The catalyst was removed through filtration, the solvent was evaporated away under reduced pressure, and the residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=2/1 to 1/1) to obtain 2.65 g of the entitled compound as a colorless oil.

Aufarbeitung

  1. customThe catalyst was removed through filtration
  2. customthe solvent was evaporated away under reduced pressure
  3. customthe residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=2/1 to 1/1)

Quellen und Nachweise

ORD-Eintrag
ord-105941c73559491bac8c38c208e349f1
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07932394B2

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