反应详情

Ethyl 6-{5′-chloro-2′-[(phenylmethyl)oxy]-2-biphenylyl}-2-pyridinecarboxylate (1.22 g, 2.75 mmol) was dissolved in acetic acid (5 ml) and 48% hydrogen bromide in acetic acid (5 ml), left at room temperature for 0.5 hours then diluted with diethyl ether/water and basified with potassium carbonate. The organic phase was separated, dried (magnesium sulphate), evaporated and chromatographed on silica eluting with ethyl acetate/iso-hexane (1:3). The product was dissolved in ethanol (20 ml), 60% sodium hydride (2 mg) added and the solution left at room temperature for 16 hours. The resulting solution was acidified with acetic acid, diluted with water/ether and the organic phase washed with saturated sodium bicarbonate solution, dried (magnesium sulphate), evaporated and chromatographed on silica to give 801 mg of colourless gum. LC/MS t=3.33, [MH+] 354.3, 356.3

1. customThe organic phase was separated
2. dry with materialdried (magnesium sulphate)
3. customevaporated
4. customchromatographed on silica eluting with ethyl acetate/iso-hexane (1:3)
5. dissolutionThe product was dissolved in ethanol (20 ml)
6. addition60% sodium hydride (2 mg) added
7. additiondiluted with water/ether
8. washthe organic phase washed with saturated sodium bicarbonate solution
9. dry with materialdried (magnesium sulphate)
10. customevaporated
11. customchromatographed on silica