反应详情

A solution of 1.06 gm (6.38 nmole) of decalin-1,3-dione in 3 mL of dry ethanol was cooled in an ice bath and treated with 0.89 mL of (6.4 mmole) triethylamine followed by 1.128 gm (6.50 mmole) of p-toluenesulfonyl azide. The mixture was stirred in the ice bath for 4 hours, then concentrated in vacuo (less than 40° C.). The residue was dissolved in 45 mL of ether and the ether washed with a solution of 0.42 gm KOH in 30 mL of water, dried (Na2SO4), filtered, and concentrated to 1.22 gm of an orange oil. This was chromatographed on 40-micron silica giving 0.45 gm of trans-2-diazodecalin-1,3-dione, mp 81°-3° C.

1. concentrationconcentrated in vacuo (less than 40° C.)
2. dissolutionThe residue was dissolved in 45 mL of ether
3. washthe ether washed with a solution of 0.42 gm KOH in 30 mL of water
4. dry with materialdried (Na2SO4)
5. filtrationfiltered
6. concentrationconcentrated to 1.22 gm of an orange oil
7. customThis was chromatographed on 40-micron silica giving 0.45 gm of trans-2-diazodecalin-1,3-dione, mp 81°-3° C.