4-Benzyloxyaniline → (4-(Benzyloxy)phenyl)hydrazine monohydrochloride

HRID 37708

Reaktionsgleichung

Reaktionsgleichung von HRID 37708
[N:1]([O-])=O.[Na+].[CH2:5]([O:12][C:13]1[CH:19]=[CH:18][C:16]([NH2:17])=[CH:15][CH:14]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[Cl:20][Sn]Cl>Cl>[ClH:20].[CH2:5]([O:12][C:13]1[CH:14]=[CH:15][C:16]([NH:17][NH2:1])=[CH:18][CH:19]=1)[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Komponenten

5

Edukt 3

HCID 228604-BenzyloxyanilineHCID 24479Stannous ChlorideHCID 23668193Sodium Nitrite

Produkt 1

HCID 3016725(4-(Benzyloxy)phenyl)hydrazine monohydrochlorideAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

A solution of sodium nitrite (3.8 g, 0.055 mol in 20 mL of H2O), is added dropwise to an ice cold stirring suspension of 4-benzyloxyaniline (13.0 g, 0.055 mol in 150 mL of concentrated HCl). The reaction mixture is stirred for 90 minutes at -8° to 10° C. A solution of SnCl2 ·2H2O (32.0 g, 0142 mol in 50 mL concentrated HCl) is added and stirred for i hour at 0° C. The reaction mixture is removed from the ice bath and is stirred at room temperature for 20 hours. The mixture is then filtered and washed with water to give 13.0 g (95% yield) of product, m.p. 182°-185° C.

Aufarbeitung

  1. stirringThe reaction mixture is stirred for 90 minutes at -8° to 10° C
  2. stirringstirred for i hour at 0° C
  3. customThe reaction mixture is removed from the ice bath
  4. stirringis stirred at room temperature for 20 hours
  5. filtrationThe mixture is then filtered
  6. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-4e1d8e28a6e24573986f57e5613b61a1
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05420289

Verknüpfte Notizen

Wird geladen…