반응 #652807

반응 방정식

2-bromomethyl-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranamine

1-(2-chlorophenyl)piperazine hydrochloride

potassium carbonate

→

2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranamine

용매

water

N,N-dimethylformamide

반응 조건

후처리

1. 1
   추출extracted with ethyl acetate
2. 2
   세척The pooled organic layer was washed with water and saturated aqueous sodium chloride
3. 3
   건조dried over anhydrous sodium sulfate (Na2SO4) and silica gel (eluted with ethyl acetate)
4. 4
   농축concentrated under reduced pressure
5. 5
   기타The residue was purified by silica gel column chromatography (hexane:ethylacetate=5:1 to 2:1)

실험 절차

A suspension of 2-bromomethyl-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranamine (1.4 g), 1-(2-chlorophenyl)piperazine hydrochloride (1.4 g), and potassium carbonate (2.1 g) in N,N-dimethylformamide (15 mL) was stirred under nitrogen gas at 145° C. for 20 hours. This reaction mixture was diluted with water and extracted with ethyl acetate. The pooled organic layer was washed with water and saturated aqueous sodium chloride, dried over anhydrous sodium sulfate (Na2SO4) and silica gel (eluted with ethyl acetate), and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethylacetate=5:1 to 2:1). The 2-[[4-(2-chlorophenyl)-1-piperazinyl]methyl)]-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranamine thus obtained was dissolved in methanol and a stoichiometric excess of 10% hydrogen chloride solution in methanol was added. The mixture was concentrated under reduced pressure and recrystallized from ethanol/diethyl ether to provide 1.0 g of the title compound. Yield 44%.

출처