Isobutyl chloroformate → 4'-Hydroxyacetophenone

Participants

Reaction Steps

Following the procedure of Example 1 but using 0.738 g. of PGF2α, 0.306 ml. of triethylamine, 0.288 ml. of isobutylchloroformate, and 0.299 g. of p-hydroxyacetophenone, there is obtained a crude residue. This residue is subjected to silica gel chromatography, eluting with ethyl acetate-water (99:1) followed by ethyl acetate-acetonitrile (1:1). The residue obtained by concentration of selected fractions, 0.589 g. is crystallized from ethyl acetate diluted with an equal volume of hexane as the title compound, white free-flowing crystals, m.p. 85.3°-86.5° C. having Rf 0.4 (TLC on silica gel in ethyl acetate-acetonitrile (4:1)).

Provenance & Evidence