反应详情

温度

60 °C

Diethyl malonate (74 g) was added to a stirred suspension of sodium hydride (60% dispersion in oil; 18 g) in dry tetrahydrofuran under an inert atmosphere. The resulting suspension was stirred at reflux for one hour. The mixture was cooled to 60° C. and a solution of 2-chloro-5-nitropyridine (50 g) in dry tetrahydrofuran was added. The resulting red solution was stirred at reflux for 3 hours then allowed to stand at room temperature overnight. The volume of solvent was reduced by evaporation, water was added to the residue and the mixture was acidified to pH 1 with concentrated hydrochloric acid. The mixture was extracted with ethyl acetate, washed with water, dried (anhydrous magnesium sulphate), filtered and evaporated. The crude product was triturated in a mixture of cyclohexane and diethyl ether to yield diethyl 2-(5-nitropyridin-2-yl)malonate (56.5 g) as a yellow solid, m.p. 91.5°-93.5° C.

1. temperatureat reflux for one hour
2. stirringThe resulting red solution was stirred
3. temperatureat reflux for 3 hours
4. customThe volume of solvent was reduced by evaporation, water
5. additionwas added to the residue
6. extractionThe mixture was extracted with ethyl acetate
7. washwashed with water
8. dry with materialdried (anhydrous magnesium sulphate)
9. filtrationfiltered
10. customevaporated
11. customThe crude product was triturated in a mixture of cyclohexane and diethyl ether