反应 #467503

反应方程式

3,6-Dichloropyridazine

H2SO4

cyclobutane carboxylic acid

→

product

收率 98.3%

3,6-Dichloro-4-cyclobutylpyridazine

收率 98.3%

溶剂

water

反应条件

后处理

1. 1
   其他the reaction degassed under N2 at 70° C
2. 2
   workup.ADDITIONSilver nitrate (2.28 g) was added
3. 3
   workup.ADDITIONfollowed by dropwise addition of ammonium persulfate (45.9 g) in water (120 ml)
4. 4
   workup.ADDITIONthe reaction was poured onto ice
5. 5
   萃取extracted into ethyl acetate (3×500 ml)
6. 6
   干燥dried (MgSO4)
7. 7
   其他evaporated to dryness
8. 8
   其他Purified with hexane-ethyl acetate mixtures

实验过程

3,6-Dichloropyridazine (10 g) was suspended in water (200 ml), H2SO4 (19.7 g) and cyclobutane carboxylic acid (32.7 g) were added and the reaction degassed under N2 at 70° C. Silver nitrate (2.28 g) was added followed by dropwise addition of ammonium persulfate (45.9 g) in water (120 ml). After an additional 1 hour heating at 70° C., the reaction was poured onto ice, basified to pH 8-9 with aqueous ammonium hydroxide and extracted into ethyl acetate (3×500 ml), dried (MgSO4) and evaporated to dryness. Purified with hexane-ethyl acetate mixtures to obtain pure product (13.4 g). 1H NMR (360 MHz , CDCl3) δ 1.57 (2H, m), 1.82 (4H, m), 2.20 (1H, m), 3.30 (1H, m), 7.38 (1H, s); MS (ES+) m/e 217 [MH]+.

来源