反应详情

The procedure of Example 2 is followed but triethylammonium pyrid-2-yldithiocarbamate (54.0 g) and pent-1-en-3-one (17.0 g) in anhydrous acetonitrile (400 cc) are used as the starting materials at a maximum temperature of 5° C. The reaction is allowed to proceed for 3 hours at between 5° and 20° C. The crude product (45.0 g) is dissolved in a mixture of chloroform (200 cc) and ethyl acetate (50 cc). The solution is chromatographed on a column of diameter 6 cm, containing silica (0.063-0.2 mm; 600 g). Elution is carried out with a mixture of chloroform (400 cc) and ethyl acetate (100 cc), this eluate being discarded, and then with a mixture of chloroform (2,800 cc) and ethyl acetate (700 cc), this eluate being collected and evaporated to dryness under reduced pressure (20 mmHg) at 45° C. The product obtained (30.0 g) is purified by recrystallisation from a mixture of acetonitrile (30 cc) and diisopropyl ether (60 cc). 3-Oxopentyl pyrid-2-yldithiocarbamate (16.0 g) (structure determined by IR spectroscopy in petroleum jelly), which melts at 80° C., is obtained.

1. customare used as the starting materials at a maximum temperature of 5° C
2. customThe solution is chromatographed on a column of diameter 6 cm
3. additioncontaining silica (0.063-0.2 mm; 600 g)
4. washElution
5. additionis carried out with a mixture of chloroform (400 cc) and ethyl acetate (100 cc)
6. additionwith a mixture of chloroform (2,800 cc) and ethyl acetate (700 cc)
7. customthis eluate being collected
8. customevaporated to dryness under reduced pressure (20 mmHg) at 45° C
9. customThe product obtained (30.0 g)
10. customis purified by recrystallisation from a mixture of acetonitrile (30 cc) and diisopropyl ether (60 cc)