N-(4-nitrobenzyl)ethanesulfonamide → N-(4-aminobenzyl)ethanesulfonamide

HRID 1428766Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1428766
[N+:1]([C:4]1[CH:16]=[CH:15][C:7]([CH2:8][NH:9][S:10]([CH2:13][CH3:14])(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-])=O>CO.O1CCCC1.[Pd]>[NH2:1][C:4]1[CH:16]=[CH:15][C:7]([CH2:8][NH:9][S:10]([CH2:13][CH3:14])(=[O:12])=[O:11])=[CH:6][CH:5]=1

Komponenten

5

Edukt 1

HCID 47372696N-(4-nitrobenzyl)ethanesulfonamide

Produkt 1

HCID 39243426N-(4-aminobenzyl)ethanesulfonamideAusbeute 74 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

N-(4-Nitrobenzyl)ethanesulfonamide (776 mg, 3.18 mmol) was dissolved in methanol and tetrahydrofuran (1:1, 35 mL). 10% Pd/C (264 mg, 3 equiv) was added to it. The resulting mixture was stirred at room temperature for overnight under H2. TLC showed complete consumption of starting material. The mixture was filtered through celite bed and the filterate was concentrated under reduced pressure. The crude was purified by column chromatography to give N-(4-aminobenzyl)ethanesulfonamide (504 mg, 74%).

Aufarbeitung

  1. customconsumption of starting material
  2. filtrationThe mixture was filtered through celite bed
  3. concentrationthe filterate was concentrated under reduced pressure
  4. customThe crude was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-ff8e9342d21b48bbaee42d5f3ada9961
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08937092B2

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