반응 #409576

반응 방정식

water

Sodium hydride

1-[3-(4-hydroxyphenyl)propyl]imidazole

4-Chloromethyl-2-(2-thienyl)oxazole

→

4-[4-[3-(1-imidazolyl)propyl]phenoxymethyl]-2-(2-thienyl)oxazole

수율 89.0%

용매

N,N-dimethyl formamide

반응 조건

후처리

1. 1
   workup.STIRRINGthe resultant was stirred at 90° C. for further 2 hours
2. 2
   추출extracted with ethyl acetate
3. 3
   세척The ethyl acetate layer was washed with water
4. 4
   건조dried (MgSO4)
5. 5
   농축concentrated under reduced pressure
6. 6
   세척From the fraction eluted with ethyl acetate-methanol (50:1

실험 절차

Sodium hydride (90 mg) was added to a solution of 1-[3-(4-hydroxyphenyl)propyl]imidazole (405 mg) in N,N-dimethyl formamide at room temperature and stirred for 1.5 hours. 4-Chloromethyl-2-(2-thienyl)oxazole (480 mg) was added, and the resultant was stirred at 90° C. for further 2 hours. The reaction mixture was poured into water, and extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried (MgSO4), and concentrated under reduced pressure. The residue was subjected to a silica gel chromatography. From the fraction eluted with ethyl acetate-methanol (50:1, v/v), 4-[4-[3-(1-imidazolyl)propyl]phenoxymethyl]-2-(2-thienyl)oxazole (650 mg, 89%) was obtained. Recrystallization from ethyl acetate-hexane gave colorless prisms, mp 84-85° C.

출처