反应详情

温度

110 °C

A mixture of 1.28 g (7 mmol) of 2-chloro-6fluoroquinoxaline, 1.16 g (8.4 mmol) of anhydrous, powdered potassium carbonate, 1.55 g (8 mmol) of 4-(4-hydroxyphenoxy)-2-penten-1-ol and 20 ml of DMSO was warmed, under nitrogen, at 110° C. for a period of 2 hours. The mixture was cooled to room temperature, poured into dilute, aqueous HCl and extracted with two portions of ether. The combined organic layers were washed twice with 1 percent aqueous NaOH and with water, dried over MgSO4 and evaporated to dryness. The residue was purified by preparative scale HPLC, eluting with 3:1 hexane:acetone. After removal of solvent the resulting tan crystals were recrystallized from methylcyclohexane to give 1.05 g of crystals which were further purified by recrystallization from toluene to leave nearly colorless crystals, m.p. 109-111° C. (Compound F)

1. temperatureThe mixture was cooled to room temperature
2. additionpoured
3. additioninto dilute
4. extractionaqueous HCl and extracted with two portions of ether
5. washThe combined organic layers were washed twice with 1 percent aqueous NaOH and with water
6. dry with materialdried over MgSO4
7. customevaporated to dryness
8. customThe residue was purified by preparative scale HPLC
9. washeluting with 3:1 hexane
10. customAfter removal of solvent the resulting tan crystals
11. customwere recrystallized from methylcyclohexane