1-Methanesulfonyl-3-nitro-5-trifluoromethylbenzene → 3-Methanesulfonyl-5-(trifluoromethyl)aniline

HRID 2200124Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2200124
[CH3:1][S:2]([C:5]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=[C:7]([N+:15]([O-])=O)[CH:6]=1)(=[O:4])=[O:3]>CO.[Pd]>[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([CH:8]=[C:9]([C:11]([F:12])([F:13])[F:14])[CH:10]=1)[NH2:15])(=[O:4])=[O:3]

Komponenten

4

Edukt 1

HCID 684231001-Methanesulfonyl-3-nitro-5-trifluoromethylbenzene

Produkt 1

HCID 592861463-Methanesulfonyl-5-(trifluoromethyl)anilineAusbeute 73,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

Stir the mixture of 1-(methylsulfonyl)-3-nitro-5-(trifluoromethyl)benzene (2 g, 7.43 mmol), Pd/C (10%, 500 mg) in methanol (100 mL) under hydrogen atmosphere at room temperature for 15 hrs. Filter off the solid and concentrate the filtrate under reduced pressure. Purify the residue with flash chromatography (silica gel, EtOAc:PE=1:5) to afford the desired product (1.3 g, 73%). MS: (M+23): 262.0.

Aufarbeitung

  1. filtrationFilter off the solid
  2. concentrationconcentrate the filtrate under reduced pressure
  3. customPurify the residue with flash chromatography (silica gel, EtOAc:PE=1:5)

Quellen und Nachweise

ORD-Eintrag
ord-ef311f5d17df41ff838e414a251bdca7
Quelldatensatz
uspto-grants-2016_06
Patentnummer
US09359338B2

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