2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 68127264, compound

Participants

Reaction Steps

A solution of 1.0 g. of the butyl ester of 6α-fluoro-3,20-dioxo-16α-methyl-4-pregnene-21-oic acid in 30 ml. of benzene is combined with 1.0 g. of 2,3-dichloro-5,6-dicyanobenzoquinone and heated to the boiling point for 24 hours. The solution is then filtered and concentrated under vacuum. The residue is chromatographed with an acetone/hexane gradient on silica gel. After recrystallization from acetone/hexane, 465 mg. of the butyl ester of 6α-fluoro-3,20-dioxo-16α-methyl-1,4-pregnadiene-21-oic acid is obtained as a viscous oil. [α]D25 = + 108° (chloroform). UV: ε241 = 17,900 (methanol).

Provenance & Evidence