反应详情

A solution of 20.0 g (0.106 mol) of 5-phenylcyclohexane-1,3-dione in 75 ml ethanol was cooled to -10° C. and stirred magnetically under nitrogen. To the mixture was added 10.75 g (0.106 mol) of triethylamine. The tosyl azide (20.95 g 0.106 mol) was added all at once, and the mixture stirred for one hour at C-5° C. The solvent was removed under vacuum at a temperature less than 40° C. To the residue was added 200 ml ether, and the mixture extracted with a solution containing 3.1 g potassium hydroxide in 200 ml of water. The ethereal solution was dried over anhydrous MgSO4 filtered and the solvent removed to give a yellow solid which was recrystallized from ethanol-hexane to give 8.38 g (32%) of 2-diazo-5-phenylcyclohexane-1,3-dione as yellow crystals, mp 122°-124° C.

1. stirringstirred for one hour at C-5° C
2. customThe solvent was removed under vacuum at a temperature less than 40° C
3. additionTo the residue was added 200 ml ether
4. extractionthe mixture extracted with a solution
5. additioncontaining 3.1 g potassium hydroxide in 200 ml of water
6. dry with materialThe ethereal solution was dried over anhydrous MgSO4
7. filtrationfiltered
8. customthe solvent removed
9. customto give a yellow solid which
10. customwas recrystallized from ethanol-hexane