反应详情

A solution of 2-chloroacetamidoxime (0.5 g) and sodium bicarbonate (0.78 g) in 10 mL of anhydrous acetone was treated with 4-chlorobenzoyl chloride (0.58 mL) at room temperature for 2 hours, concentrated in vacuo, dissolved in water and extracted with ethyl acetate. The organic layers were combined, dried with MgSO4 and concentrated to a semi-solid. This material was redissolved in toluene (50 mL). refluxed under nitrogen for 15 hours, cooled and absorbed on to silica gel. Chromatography using ethyl acetate:hexane (1:9) gave the pure title product as a light yellow solid, mp 79-80° C. Mass spectrum m/e: 228 (M+), 1H NMR (250 MHz, CDCl3) δ 8.1 (d, 2H), 7.5 (d, 2H), 4.7 (s, 2H).

1. concentrationconcentrated in vacuo
2. dissolutiondissolved in water
3. extractionextracted with ethyl acetate
4. dry with materialdried with MgSO4
5. concentrationconcentrated to a semi-solid
6. dissolutionThis material was redissolved in toluene (50 mL)
7. temperaturerefluxed under nitrogen for 15 hours
8. temperaturecooled
9. customabsorbed on to silica gel