Pregnadienedione derivs. I (R = H, OH, OAc; R1 = H, COBu, COEt; R2 = H, COEt; R3 = Cl, F) (9 compds.) were prepd. Thus 16.beta.-methyl-9,11-epoxy- 17.alpha.-hydroxy-1,4-pregnadiene-3,20-dione was hydrochlorinated, I (R-R2 = H, R3 = Cl) trifluoroacetylated, I (R = R1 = H, R2 = CF3CO, R3 = Cl) treated with BuCO2H, I (R = H, R1 = COBu, R2 = CF3CO, R3 = Cl) hydrolyzed to give I (R = R2 = H, R1 = COBu, R3 = Cl) which had a topical vasoconstrictor potency of 180 relative to fluocinolone 100.