N-Decyl-4-nitrobenzamide → 4-Amino-N-decylbenzamide

HRID 1757865Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1757865
[CH2:1]([NH:11][C:12]([C:14]1[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][CH:15]=1)=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]>[Pd].C1COCC1>[CH2:1]([NH:11][C:12]([C:14]1[CH:19]=[CH:18][C:17]([NH2:20])=[CH:16][CH:15]=1)=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Komponenten

4

Edukt 1

HCID 3414942N-Decyl-4-nitrobenzamide

Produkt 1

HCID 193889594-Amino-N-decylbenzamideAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of 8.05 g of 4-[(decylamino)carbonyl]nitrobenzene and 2.5 g of 10% palladium on carbon in 175 ml of THF was shaken under an initial hydrogen pressure of 54 psi in a Parr Hydrogenator for 17 hours. The catalyst was removed by filtration and the filtrate was concentrated to a solid which was triturated with hexane and filtered to give 6.88 g (95% yield, mp 117°-119°) of 4-[(decylamino)carbonyl]benzenamine.The structure was confirmed by the nmr spectrum.

Aufarbeitung

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated to a solid which
  3. customwas triturated with hexane
  4. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-5f3ce0f9d8384ae9bcd638a2570fe5c2
Quelldatensatz
uspto-grants-1995_08
Patentnummer
US05446189

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