Ammonium Chloride → N-(5-aminobiphenyl-3-yl)acetamide

HRID 64131Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 64131
[N+:1]([C:4]1[CH:5]=[C:6]([NH:16][C:17](=[O:19])[CH3:18])[CH:7]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:9]=1)([O-])=O.[Cl-].[NH4+]>C1COCC1.O.[Zn]>[NH2:1][C:4]1[CH:5]=[C:6]([NH:16][C:17](=[O:19])[CH3:18])[CH:7]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:9]=1

Komponenten

6

Edukt 2

HCID 25517Ammonium ChlorideHCID 89500237N-(5-nitrobiphenyl-3-yl)acetamide

Produkt 1

HCID 308689N-(5-aminobiphenyl-3-yl)acetamideAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23994ZincKatalysatorHCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
45 °C

Versuchsvorschrift

To a solution of N-(5-nitrobiphenyl-3-yl)acetamide (1.2 g, 4.68 mmol) in THF (10 ml) were added a solution of ammonium chloride (2 g, 37.4 mmol, 8 eq.) in water (2 ml) and zinc (2.36 g, 37.4 mmol, 8 eq.). The mixture was stirred at 45° C. for 2 h and filtered. The filtrate was diluted with water and extracted as in Example 1(d). The solvent was distilled off to afford the product in 94% yield (1 g).

Aufarbeitung

  1. filtrationfiltered
  2. additionThe filtrate was diluted with water
  3. extractionextracted as in Example 1(d)
  4. distillationThe solvent was distilled off
  5. customto afford the product in 94% yield (1 g)

Quellen und Nachweise

ORD-Eintrag
ord-acba007b2aea44e299dfd5be3b4dfb87
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447091B2

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