Potassium borohydride → HCID 23458657, compound

Participants

Reaction Steps

The procedure of Example 3 is followed, but a solution of methyl 3-[4-hydroxy-3-(pyrid-2-yl)-2-thioxothiazolidin-4-yl]-propionate (18.0 g) in methanol (200 cc) and a solution of potassium borohydride (3.25 g) in distilled water (50 cc) are used as the starting materials at a maximum of 5° C. The reaction is allowed to proceed for 2 hours at between 2° and 5° C. The crude product (17.0 g) is dissolved in a mixture of chloroform (80 cc) and ethyl acetate (20 cc). The solution is chromatographed on silica (0.063-0.2 mm) (350 g) contained in a column of diameter 4.2 cm. Elution is carried out with a mixture of chloroform (1,200 cc) and ethyl acetate (300 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 under reduced pressure (20 mm Hg) at 45° C. and then dried under reduced pressure (0.2 mm Hg) at 50° C. 2-Hydroxy-4-methoxycarbonylbutyl pyrid-2-yldithiocarbamate (13.2 g) is obtained.

Provenance & Evidence