반응 #58933

반응 방정식

4-nitrophenol

4-chloromethyl-2-ethyl-1,3-thiazole

potassium carbonate

N,N-dimethylformamide

→

2-ethyl-4-[(4-nitrophenoxy)methyl]-1,3-thiazole

수율 35.0%

용매

Water

반응 조건

후처리

1. 1
   추출the mixture was extracted with ethyl acetate
2. 2
   세척The organic layer was washed successively with 1N aqueous sodium hydroxide solution and saturated brine
3. 3
   건조dried over anhydrous magnesium sulfate
4. 4
   농축concentrated

실험 절차

A mixture of 4-nitrophenol (5.48 g), 4-chloromethyl-2-ethyl-1,3-thiazole (7.40 g), potassium carbonate (5.45 g) and N,N-dimethylformamide (50 mL) was stirred at room temperature for 15 hrs. Water was poured into the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed successively with 1N aqueous sodium hydroxide solution and saturated brine, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to give 2-ethyl-4-[(4-nitrophenoxy)methyl]-1,3-thiazole as colorless crystals (3.60 g, yield 35%) from a fraction eluted with hexane-ethyl acetate (4:1, v/v). Recrystallization thereof from ethyl acetate-hexane gave colorless prism crystals. melting point: 79-80° C.

출처