반응 #951023

반응 방정식

HCl EtOH

NaH

6-phenyl-1-hexyl iodide

2-[4-(benzoxazol-2-yl)benzyloxy]ethylamine hydrochloride

→

N-[2-(4-(benzoxazol-2-yl)benzyloxy)ethyl]-6-phenyl-1-hexanamine hydrochloride

용매

THF

반응 조건

후처리

1. 1
   온도heated for 1 1/2 hours
2. 2
   온도at reflux
3. 3
   농축concentrated
4. 4
   기타purified by column chromatography
5. 5
   workup.ADDITIONThe resultant product is treated with HCl/EtOH
6. 6
   기타recrystallized from EtOH

실험 절차

To a solution of 6-phenyl-1-hexyl iodide (0.63 g; 2.2 mmol) in THF (12 ml) is added 2-[4-(benzoxazol-2-yl)benzyloxy]ethylamine hydrochloride (0.6 g ; 2 mmol) followed by NaH (60% suspension; 0.11 g). The reaction mixture is stirred for 1 hour at room temperature and then heated for 1 1/2 hours at reflux. The mixture is next cooled, acidified with HCl/EtOH, concentrated and purified by column chromatography using 10% MeOH/CH2Cl2 as eluant. The resultant product is treated with HCl/EtOH and recrystallized from EtOH to give pure N-[2-(4-(benzoxazol-2-yl)benzyloxy)ethyl]-6-phenyl-1-hexanamine hydrochloride. (m.p. 163°-165° C.).

출처