1-(Methylsulfonyl)-4-nitrobenzene → 4-(Methylsulfonyl)aniline

HRID 1247101Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1247101
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][CH:6]=1)(=[O:4])=[O:3]>C1COCC1.C(O)C.[Pd]>[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][CH:6]=1)(=[O:3])=[O:4]

Komponenten

5

Edukt 1

HCID 2584341-(Methylsulfonyl)-4-nitrobenzene

Produkt 1

HCID 796174-(Methylsulfonyl)anilineAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 4-(methylsulfonyl)nitrobenzene (6.26 g, 31.1 mmol) in THF (200 mL) and ethanol (100 mL) was placed in a high pressure reaction vessel and to this solution was added 5% Pd/C (1.6 g). The vessel was shaken for 8 h under an atmosphere of hydrogen (60 psi). The solution was then filtered through diatomaceous earth, partially concentrated in vacuo, and diluted with diethyl ether. The resulting precipitate was filtered and dried in vacuo to give 4.84 g (91%) of a tan solid.

Aufarbeitung

  1. filtrationThe solution was then filtered through diatomaceous earth
  2. concentrationpartially concentrated in vacuo
  3. additiondiluted with diethyl ether
  4. filtrationThe resulting precipitate was filtered
  5. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-975e039748e24067881a4baccd814c22
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07129245B2

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