反应详情

To a mixture of 4-ethyl-benzene-1,3-diol (a, 10 mmol) and naphthalen-2-yl-acetonitrile (b, 10 mmol) in boron trifluoride etherate (20 mL) was bubbled gaseous HCl for 12 h. The solids that formed were collected by filtration and heated in 6N HCl (100 mL) and EtOH (20 mL) for 6 h. The mixture was diluted with water and extracted with CH2Cl2. The organic extract was washed with water and dried. The oil obtained on concentration of the organic layer was crystallized in EtOAc/hexanes to give 1-(5-ethyl-2,4-dihydroxy-phenyl)-2-naphthalen-2-yl-ethanone (c, 0.74 g).

1. customwas bubbled gaseous HCl for 12 h
2. customThe solids that formed
3. filtrationwere collected by filtration
4. temperatureheated in 6N HCl (100 mL)
5. additionThe mixture was diluted with water
6. extractionextracted with CH2Cl2
7. extractionThe organic extract
8. washwas washed with water
9. customdried
10. customThe oil obtained on concentration of the organic layer
11. customwas crystallized in EtOAc/hexanes