反应详情

To a DMF (25 ml) solution of 1-(6-bromo-2-naphthyl)ethanone (2.5 g, 10.0 mmol, Tetrahedron Letters (2001), 42(2), 265-266), trifluoromethyltrimethylsilane (2.14 g, 15.1 mmol) and lithium acetate (33.1 mg, 0.5 mmol) were added and the mixture was stirred for 12 hrs at room temperature. Then, the reaction was partitioned with sodium acetate aqueous solution and ethylacetate. The organic layer was dried over sodium sulfate and filtered. Then, evaporation gave the crude residue which was treated with hydrogen chloride and methanol with stirring for 5 hrs. Then, evaporation gave the crude residue which was purified through silica gel column chromatography, eluting with hexane:ethyl acetate (5:1), to give the title compound as colorless oil in 83% yield. 1H NMR (300 MHz, CDCl3) 2.50 (1H, s), 7.58 (1H, d, J=8.8 Hz), 771-7.81 (3H, m), 8.04 (2H, d, J=8.9 Hz).

1. customThen, the reaction was partitioned with sodium acetate aqueous solution and ethylacetate
2. dry with materialThe organic layer was dried over sodium sulfate
3. filtrationfiltered
4. customThen, evaporation
5. customgave the crude residue which
6. stirringwith stirring for 5 hrs
7. customThen, evaporation
8. customgave the crude residue which
9. customwas purified through silica gel column chromatography
10. washeluting with hexane:ethyl acetate (5:1)