반응 #652841

반응 방정식

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

ethyl isonipecotate

→

title compound

수율 27.2%

Ethyl 1-[(5-amino-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran-2-yl)methyl]-4-piperidinecarboxylate

수율 27.2%

용매

xylene

반응 조건

후처리

1. 1
   세척washed with water, saturated aqueous NaHCO3, and saturated aqueous NaCl
2. 2
   건조dried over MgSO4
3. 3
   workup.ADDITIONtreated with activated carbon
4. 4
   여과filtered
5. 5
   농축concentrated under reduced pressure
6. 6
   기타The residue was purified by silica gel column chromatography (hexane/ethyl acetate=5:1 to 2:1)
7. 7
   기타crystallized from hexane

실험 절차

In an autoclave, a mixture of 2-bromomethyl-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranamine (8.4 g), ethyl isonipecotate (14 g), and xylene (20 mL) was stirred under nitrogen gas at 180° C. for 15 hours. The supernatant was taken from the reaction mixture and washed with water, saturated aqueous NaHCO3, and saturated aqueous NaCl, dried over MgSO4, treated with activated carbon, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=5:1 to 2:1) and crystallized from hexane to provide 2.9 g of the title compound. Yield 27%.

출처