反应详情

2.0 gm of 5-methoxy-8-nitro-1-tetralone (described in Japanese Patent Laid-open (ko-kai) 279891/1989 and also in U.S. Pat. No. 4,939,255) and 2.05 gm of N-bromosuccinic imide were dissolved in 50 ml of carbon tetrachloride. After the addition of a catalytic amount of benzoyl peroxide, the mixture was heated under reflux for 4 hours and then cooled to room temperature, followed by the addition of 50 ml of chloroform. The mixture was washed with 10% aqueous solution of sodium hydroxide, water, and saturated brine in this order, and dried over anhydrous sodium sulfate. To the residue obtained by removing the solvent were added 5 ml of tetrahydrofuran, 5 ml of ethanol, 8 ml of water, and 250 mg of calcium carbonate, and the mixture was heated under reflux. A residue was obtained by removing the solvent from the reaction mixture, which, after the addition of 50 ml of water, was extracted with chloroform. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and subjected to silica gel column chromatography using chloroform-ethyl acetate (4:1) as an eluant to obtain fractions containing the target compound. The fractions were concentrated to produce 1.49 gm of light yellow powder of the title compound.

1. temperaturethe mixture was heated
2. temperatureunder reflux for 4 hours
3. washThe mixture was washed with 10% aqueous solution of sodium hydroxide, water, and saturated brine in this order
4. dry with materialdried over anhydrous sodium sulfate
5. customTo the residue obtained
6. customby removing the solvent
7. additionwere added 5 ml of tetrahydrofuran, 5 ml of ethanol, 8 ml of water, and 250 mg of calcium carbonate
8. temperaturethe mixture was heated
9. temperatureunder reflux
10. customA residue was obtained
11. customby removing the solvent from the reaction mixture, which
12. additionafter the addition of 50 ml of water
13. extractionwas extracted with chloroform
14. washThe extract was washed with saturated brine
15. dry with materialdried over anhydrous sodium sulfate
16. customto obtain fractions
17. additioncontaining the target compound
18. concentrationThe fractions were concentrated