반응 #359519

반응 방정식

2,2,4,6,7-pentamethyl-3-phenyl-2,3-dihydro-1-benzofuran-5-amine

sodium carbonate

→

title compound

수율 112.1%

6-(2,2,4,6,7-Pentamethyl-3-phenyl-2,3-dihydro-1-benzofuran-5-yl)-6,7-dihydro-5H-[1,3]dioxolo[4,5-f]-isoindole

수율 112.1%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   온도the mixture was refluxed
2. 2
   온도with heating for 15 hours
3. 3
   추출The product was extracted twice with ethyl acetate
4. 4
   세척The combined extracts were washed with an aqueous saturated solution of sodium chloride
5. 5
   기타dried on magnesium sulfate
6. 6
   여과filtered
7. 7
   농축concentrated under reduced pressure

실험 절차

To a solution of 2,2,4,6,7-pentamethyl-3-phenyl-2,3-dihydro-1-benzofuran-5-amine (1.00 g, 3.56 mmol) in tetrahydrofuran (30 ml) were added 5,6-bis(chloromethyl)-1,3-benzodioxazole (604 mg, 2.76 mmol), sodium carbonate (1.17 mg, 11.0 mmol), and tetrabutylammonium iodide (700 mg, 1.90 mmol) and the mixture was refluxed with heating for 15 hours. The reaction mixture was cooled down to room temperature and then poured into ice water. The product was extracted twice with ethyl acetate. The combined extracts were washed with an aqueous saturated solution of sodium chloride, dried on magnesium sulfate, filtered, and then concentrated under reduced pressure. The residue was subjected to column chromatography on silica gel (hexane-ethyl acetate 8:1) to obtain 853 mg (56% yield) of the title compound. Melting point: 245-248° C. (Ethyl acetate)

출처