2-Chloroethanol → Fluocortin

Participants

Reaction Steps

5.0 g. of 6α-fluoro-11β-hydroxy-3,20-dioxo-16α-methyl-1,4-pregnadien-21-al is reacted, under the conditions set forth in Example 46, but with 2-chloroethanol in place of 2-fluoroethanol, and then worked up. The crude product is chromatographed on silica gel. With 25-29% acetone-hexane, 2.19 g. of the 2-chloroethyl ester of 6α-fluoro-11β-hydroxy-3,20-dioxo-16α-methyl-1,4-pregnadien-21-oic acid is obtained, m.p. 174.8° C. [α]D25 = +135°. UV: ε242 = 17,100 (methanol).

Provenance & Evidence