反应详情

温度

95 °C

A mixture of 22 g (0.079 mol) of 2-[2-(3-chloropropyl)benzyl]-1,3-cyclohexanedione 3 and 15.5 g (0.316 mol) of NaCN in 250 ml of dry dimethyl sulfoxide was stirred at 95° C for 3 hours. The reaction was filtered while hot to remove NaCl, and the dimethyl sulfoxide was distilled out under high vacuum. The residue was dissolved in 400 ml H2O, filtered through a diatomaceous earth filter aid (celite) to give a red solution and neutralized by the rapid addition of 40 ml concentrated HCl. The precipitate was recrystallized twice from ethyl acetate to give 16 g of the cyanodione, IIa, mp 143° C.

1. filtrationThe reaction was filtered while hot
2. customto remove NaCl
3. distillationthe dimethyl sulfoxide was distilled out under high vacuum
4. dissolutionThe residue was dissolved in 400 ml H2O
5. filtrationfiltered through a diatomaceous earth
6. filtrationfilter aid (celite)
7. customto give a red solution
8. customThe precipitate was recrystallized twice from ethyl acetate
9. customto give 16 g of the cyanodione, IIa, mp 143° C.