HCID 22176567, Verbindung → HCID 22176564, Verbindung

HRID 1797193Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1797193
[OH:1][C:2]([C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][CH:13]=1)([CH3:11])[CH2:3][NH:4][S:5]([CH:8]([CH3:10])[CH3:9])(=[O:7])=[O:6].[H][H]>C(OCC)(=O)C.[Pd]>[NH2:18][C:15]1[CH:14]=[CH:13][C:12]([C:2]([OH:1])([CH3:11])[CH2:3][NH:4][S:5]([CH:8]([CH3:9])[CH3:10])(=[O:7])=[O:6])=[CH:17][CH:16]=1

Komponenten

5

Edukt 2

HCID 22176567HCID 22176567, VerbindungHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 22176564HCID 22176564, VerbindungAusbeute 42 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

900 mg of [2-hydroxy-2-(4-nitrophenyl)propyl][(methylethyl)sulfonyl]amine and 1.2 equivalence of 10% Pd/C in ethyl acetate (50 mL) were subjected to a hydrogen atmosphere while shaking at 60 psi for 3 hours. Solution was filtered through a Celite® mat and the resulting filtrate was concentrated under reduced vacuum to yield 720 mg as an oil. This material was purified via silica gel chromatography employing the Chromatotron and using a 4000 micron rotor while eluting with a solvent of hexane/ethyl acetate 1:1 to yield the intermediate title compound (340 mg, 42%) as a tan solid. Ion spray M.S. 271.4 (M*−1).

Aufarbeitung

  1. filtrationSolution was filtered through a Celite® mat
  2. concentrationthe resulting filtrate was concentrated under reduced vacuum
  3. customto yield 720 mg as an oil
  4. customThis material was purified via silica gel chromatography
  5. washwhile eluting with a solvent of hexane/ethyl acetate 1:1

Quellen und Nachweise

ORD-Eintrag
ord-1f39119d00e942d5b93415f20f62844e
Quelldatensatz
uspto-grants-2006_04
Patentnummer
US07034045B1

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