1-Methylsulfonylmethyl-3-nitro-5-trifluoromethyl-benzene → 3-(Methylsulfonyl)methyl-5-trifluoromethyl-aniline

HRID 1957957Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1957957
[CH3:1][S:2]([CH2:5][C:6]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[C:8]([N+:16]([O-])=O)[CH:7]=1)(=[O:4])=[O:3]>CO.[Pd]>[CH3:1][S:2]([CH2:5][C:6]1[CH:7]=[C:8]([CH:9]=[C:10]([C:12]([F:13])([F:14])[F:15])[CH:11]=1)[NH2:16])(=[O:4])=[O:3]

Komponenten

4

Edukt 1

HCID 684233041-Methylsulfonylmethyl-3-nitro-5-trifluoromethyl-benzene

Produkt 1

HCID 592861493-(Methylsulfonyl)methyl-5-trifluoromethyl-aniline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A suspension of 1-methylsulfonylmethyl-3-nitro-5-trifluoromethyl-benzene (520 mg; 2.170 mmol) and 50 mg of Pd/C 10% in methanol (50 ml) was hydrogenated (1 bar) overnight. The reaction mixture was filtered on a celite pad and the obtained solution concentrated in vacuo. The crude was washed with dichloromethane in order to filter salts, coming from the previous reaction. 100 mg (0.395 mmol; 18% yield) were obtained.

Aufarbeitung

  1. custom(1 bar) overnight
  2. filtrationThe reaction mixture was filtered on a celite pad
  3. concentrationthe obtained solution concentrated in vacuo
  4. washThe crude was washed with dichloromethane in order
  5. filtrationto filter salts
  6. customcoming from the previous reaction
  7. custom100 mg (0.395 mmol; 18% yield) were obtained

Quellen und Nachweise

ORD-Eintrag
ord-6caa83cd7b8c43509d4ada3f7ce8c58b
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08410100B2

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