반응 #470416
ord-0a73d515d71e4b24b09f8bc0019c1b5e
반응 방정식
water
Benzylamine
3′,7-Dihydroxyisoflav-3-ene
ethanol
formaldehyde
→
title compound
3-(3-Benzyl-2,3,4,8-tetrahydrochromeno[6,7-e][1,3]oxazin-7-yl)phenol
반응 조건
상세 조건
See reaction.notes.procedure_details.
후처리
- 1기타Reaction mixture
- 2추출then extracted with ethyl acetate (3×30 ml)
- 3기타chromatographed
실험 절차
3′,7-Dihydroxyisoflav-3-ene (100 mg, 0.42 mmol) was dissolved in ethanol (4 ml). Benzylamine (0.14 ml, 1.28 mmol) was added followed by formaldehyde solution (0.42 ml, 5.59 mmol, 37% wt.). The reaction was stirred at room temperature for 1 day. Reaction mixture was poured into water (50 ml) then extracted with ethyl acetate (3×30 ml) and the combined organic layers reduced. The solid was flash chromatographed using 100% dichloromethane. Fractions 6-12 were combined and reduced to afford the title compound.