1-Methyl-4-[(4-nitrobenzyl)sulfonyl]benzene → 4-[[(4-Methylphenyl)sulfonyl]methyl]benzenamine

HRID 1277153

Reaktionsgleichung

Reaktionsgleichung von HRID 1277153
[N+:1]([C:4]1[CH:20]=[CH:19][C:7]([CH2:8][S:9]([C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=2)(=[O:11])=[O:10])=[CH:6][CH:5]=1)([O-])=O>C(O)C.C(OCC)(=O)C.[Pd]>[CH3:18][C:15]1[CH:14]=[CH:13][C:12]([S:9]([CH2:8][C:7]2[CH:6]=[CH:5][C:4]([NH2:1])=[CH:20][CH:19]=2)(=[O:11])=[O:10])=[CH:17][CH:16]=1

Komponenten

5

Edukt 1

HCID 8000821-Methyl-4-[(4-nitrobenzyl)sulfonyl]benzene

Produkt 1

HCID 15084184-[[(4-Methylphenyl)sulfonyl]methyl]benzenamineAusbeute 89,2 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

In ethanol (10 ml) and ethyl acetate (60 ml) was dissolved 4-methylphenyl 4-nitrobenzyl sulfone (0.5 g; G. Bram et al., Synthesis, 1987, 56-59). To the mixture was added 10% palladium on carbon (0.05 g) and catalytic hydrogenation was carried out at room temperature over night. The catalyst was filtered off, and the solvent was evaporated to give 4-aminobenzyl 4-methylphenyl sulfone (0.4 g) as colorless crystals.

Aufarbeitung

  1. waitwas carried out at room temperature over night
  2. filtrationThe catalyst was filtered off
  3. customthe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-cc288ac0ee8041d1891996a19d89cbbc
Quelldatensatz
uspto-grants-2000_12
Patentnummer
US06166006

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