反应 #501392

反应方程式

3,6-dichloropyridazine

sulfuric acid

ammonium persulfate

2,2-diethyl-1,3-propanediol

→

3,6-dichloro-4-(1-ethyl-1-hydroxymethylpropyl)pyridazine

溶剂

water

water

water

反应条件

后处理

1. 1
   workup.ADDITIONTo the mixture were added
2. 2
   温度The mixture heated exothermically to 70°
3. 3
   workup.ADDITIONafter the addition
4. 4
   其他The aqueous layer was then decanted off
5. 5
   其他the layers were separated again
6. 6
   萃取was re-extracted with 500 ml
7. 7
   其他The ether was evaporated under vacuum
8. 8
   其他to obtain 46 g
9. 9
   其他of brown oil, which was purified by high performance liquid chromatography
10. 10
    洗涤eluting with 6:1 heptane
11. 11
    其他evaporated under vacuum
12. 12
    其他to obtain
13. 13
    其他after recrystallization from diethyl ether/heptane, 0.54 g

实验过程

Twenty g. of 3,6-dichloropyridazine, 2.3 g. of silver nitrate and 44.4 g. of 2,2-diethyl-1,3-propanediol were slurried in 280 ml. of water and 19.7 g. of sulfuric acid. To the mixture were added, simultaneously, solutions of 61.3 g. of ammonium persulfate in 200 ml. of water and 20 g. of silver nitrate in 40 ml. of water, over a period of 20 minutes at 55°. The mixture heated exothermically to 70°, and it was cooled to ambient temperature after the addition was complete. The aqueous layer was then decanted off, and the solids remaining were slurried twice in 800 ml. of diethyl ether. The resulting solution was shaken with the aqueous layer, and the layers were separated again. The aqueous layer was then made basic to pH 9 with ammonium hydroxide, and was re-extracted with 500 ml. of diethyl ether. The ether was evaporated under vacuum to obtain 46 g. of brown oil, which was purified by high performance liquid chromatography, eluting with 6:1 heptane:ethyl acetate. The product-containing fractions were combined and evaporated under vacuum to obtain, after recrystallization from diethyl ether/heptane, 0.54 g. of the desired product, m.p. 85°-87°.

来源