反应详情

温度

65 °C

To a stirred solution of 20 g (0.11 mol) of 6-amino-2,2-dimethylbenzopyran and 70 g (0.91 mol) of ammonium acetate in 190 mL of acetic acid and 770 mL of MeOH at 65° C. is added dropwise over 0.5 h, a mixture of 11.1 g (0.14 mol) of formaldehyde and 20g (0.14 mol) of glyoxal. The mixture is stirred for 1 hour at 65° C., then poured onto 800 g of ice. The pH of the solution is adjusted to 10 by the addition of concentrated ammonium hydroxide. The mixture is extracted with dichloromethane (3×200 mL) and the combined organic extracts are dried with sodium sulfate, filtered and evaporated under reduced pressure. The resulting oil is subjected to chromatography on silica gel utilizing 3% methanol in dichloromethane as eluent. The eluates are analyzed utilizing thin layer chromatography and appropriate fractions are combined and evaporated to produce the title compound.

1. extractionThe mixture is extracted with dichloromethane (3×200 mL)
2. dry with materialthe combined organic extracts are dried with sodium sulfate
3. filtrationfiltered
4. customevaporated under reduced pressure
5. customevaporated