反应详情

Freshly distilled diethyl methylene-malonate (8.0 g, 0.046 mol) was added dropwise with stirring over a 10 min period to a solution of 16 g (0.1 mol) of nitroform in 25 ml of water and 40 ml of methanol at 0°-5°. The mixture was stirred 16 hrs at room temperature and was then extracted with 100 ml of methylene chloride. The methylene chloride solution was washed with 10% sodium bicarbonate and with water, dried over sodium sulfate and stripped of solvent under vacuum. Column chromatography on 200 g of silica gel (CCl4 --CH2Cl2), filtration through charcoal and removal of solvent gave 13.0 g (87%) of diethyl 2,2,2-trinitroethylmalonate, mp 24°-25°; NMR (CDCl3), 4.23 (q, 4 H, J=7 Hz, CH2CH3), 3.80 (m, 3 H, CH--CH2) and 1.33 (t, 6 H, J=7 Hz, CH3); IR (neat) 1730 (C=O) and 1600 (NO2) cm-1.

1. extractionwas then extracted with 100 ml of methylene chloride
2. washThe methylene chloride solution was washed with 10% sodium bicarbonate and with water
3. dry with materialdried over sodium sulfate
4. filtrationColumn chromatography on 200 g of silica gel (CCl4 --CH2Cl2), filtration
5. customthrough charcoal and removal of solvent