반응 #46738

반응 방정식

NaOH

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

4-fluorobenzaldehyd

sodium triacetoxyborohydride

→

pure product

수율 70.6%

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

수율 70.6%

용매

1,2-dichloroethan

반응 조건

후처리

1. 1
   기타dried
2. 2
   여과by filtering through a silicone
3. 3
   여과filter
4. 4
   기타evaporated onto SiO2
5. 5
   기타purified by column chromatography (SiO2-heptane/EtOAc=2:1)

실험 절차

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.

출처