Perchloric Acid → 6alpha-Chloro-11beta,21-dihydroxy-16alpha-methyl-1,4-pregnadiene-3,20-dione

Participants

Reaction Steps

1.5 g of 21-acetoxy-6α-chloro-11β-hydroxy-16α-methyl-1,4-pregnadiene-3,20-dione is dissolved in 42 ml of methanol; 1.3 ml of 70% perchloric acid is added thereto and the mixture allowed to stand at room temperature for 20 minutes. The reaction mixture is stirred into ice water, the thus-obtained precipitate is filtered off, washed with water, and dried in the open air. After recrystallization from acetone-diisopropyl ether, 1.02 g of 6α-chloro-11β,21-dihydroxy-16α-methyl-1,4-pregnadiene-3,20-dione is obtained, m.p. 128° C. [α]D25 =+55° (chloroform).

Provenance & Evidence