반응 #1996625

반응 방정식

1-(5-ethyl-2,4-dihydroxy-phenyl)-2-naphthalen-2-yl-ethanone

pyridine

trimethyl orthoformate

→

6-ethyl-7-hydroxy-3-naphthalen-2-yl-chromen-4-one

용매

EtOAc

반응 조건

후처리

1. 1
   온도The mixture was cooled to room temperature
2. 2
   세척then washed with 1 N HCl (100 mL)
3. 3
   세척The organic layer was washed with water
4. 4
   기타dried
5. 5
   기타The oil obtained on concentration of the organic layer
6. 6
   기타was crystallized in EtOAc/hexanes

실험 절차

To 1-(5-ethyl-2,4-dihydroxy-phenyl)-2-naphthalen-2-yl-ethanone (c, 0.50 g) was added a mixture of pyridine (2 mL), trimethyl orthoformate (2 mL) and piperidine (2 drops), and the mixture was heated at 120° C. for 12 h. The mixture was cooled to room temperature, diluted with EtOAc (100 mL) then washed with 1 N HCl (100 mL). The organic layer was washed with water and dried. The oil obtained on concentration of the organic layer was crystallized in EtOAc/hexanes to give 6-ethyl-7-hydroxy-3-naphthalen-2-yl-chromen-4-one (d, 0.36 g).

출처