反应详情

A mixture of 4.7 g (32.2 mmol) of 2,3-dihydro-4-methyl-1H-inden-1-one and 53 g of trichloroacetic acid was heated to 65°. To the resulting solution was added 4.2 g (64.4 mmol) of sodium azide and the mixture was kept at 65° for 18 hours. An additional 1.0 g of sodium azide was then added and heating continued for another four hours. The mixture was diluted with 200 ml of ice water and extracted with ether. The ether extracts were washed with water, saturated sodium hydrogen carbonate, dried (MgSO4), and concentrated. The residue was chromatographed (SiO2, ether to ether/methanol 95/5). The resulting product was recrystallized from toluene to give 2.45 g (47%) of product; mp 141°-143°.

1. temperaturewas heated to 65°
2. temperatureheating
3. waitcontinued for another four hours
4. extractionextracted with ether
5. washThe ether extracts were washed with water, saturated sodium hydrogen carbonate
6. dry with materialdried (MgSO4)
7. concentrationconcentrated
8. customThe residue was chromatographed (SiO2, ether to ether/methanol 95/5)
9. customThe resulting product was recrystallized from toluene