反应详情

A solution of 18.9 g of 2-methoxynaphthoquinone in methanol was added slowly to a solution of 34.8 g of sodium hydrosulfite in methanol and the mixture stirred for 1 hour. The solvent was removed under reduced pressure and the residue partitioned between ethyl acetate and water. The organic layer was dried over anhydrous sodium sulfate and evaporated to a purple solid. The solid was dissolved in 200 ml of methanol previously saturated with anhydrous hydrochloric acid and stirred for 3 minutes at 60° C. The mixture was then diluted with 200 ml of ice water and the precipitate filtered off, dried under vacuum and recrystallized from ether/pentane to give 13.25 g of 1-hydroxy-2,4-dimethoxynaphthalene, m.p. 87°-88° C.

1. customThe solvent was removed under reduced pressure
2. customthe residue partitioned between ethyl acetate and water
3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
4. customevaporated to a purple solid
5. dissolutionThe solid was dissolved in 200 ml of methanol previously saturated with anhydrous hydrochloric acid
6. stirringstirred for 3 minutes at 60° C
7. additionThe mixture was then diluted with 200 ml of ice water
8. filtrationthe precipitate filtered off
9. customdried under vacuum
10. customrecrystallized from ether/pentane