Reaktion #46738

Reaktionsgleichung

NaOH

4-amino-2-(2-methoxy-ethoxymethoxy)-benzonitrile

4-fluorobenzaldehyd

sodium triacetoxyborohydride

→

pure product

Ausbeute 70.6%

4-(4-Fluoro-benzylamino)-2-(2-methoxy-ethoxymethoxy)-benzonitrile

Ausbeute 70.6%

Lösungsmittel

1,2-dichloroethan

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigedried
2. 2
   Filtrationby filtering through a silicone
3. 3
   Filtrationfilter
4. 4
   Sonstigeevaporated onto SiO2
5. 5
   Sonstigepurified by column chromatography (SiO2-heptane/EtOAc=2:1)

Vorschrift

To a solution of 4-amino-2-(2-methoxy-ethoxymethoxy)-benzonitrile (666 mg; 3 mmol) in 1,2-dichloroethan (15 mL) was added 4-fluorobenzaldehyd (496 mmol; 4 mmol) and carefully sodium triacetoxyborohydride (933 mg; 4.4 mmol). The mixture was stirred at 60° C. for 6 hours. The reaction mixture was added 1 M NaOH (aq.), dried by filtering through a silicone filter, evaporated onto SiO2 and purified by column chromatography (SiO2-heptane/EtOAc=2:1) to yield 700 mg pure product.

Quelle