1,3-Dibromo-5,5-dimethylhydantoin → HCID 53837977, compound

Participants

Reaction Steps

150 mg of 1α,3β,24-triacetoxycholest-5-ene was reacted with 45 mg of 1,3-dibromo-5,5-dimethylhydantoine in 3 ml. of n-hexane for 15 minutes under reflux. The reaction mixture was cooled, and the resulting crystals were removed by filtration. The filtrate was concentrated at reduced pressure to afford a yellow oily substance. To this substance was added 1.3 ml. of xylene. The resulting solution was added dropwise over the course of about 15 minutes to a solution of 0.25 ml. of trimethylphosphite in 4 ml. of xylene under reflux, and the reaction was performed for an additional 90 minutes. The reaction mixture was then concentrated at a temperature of less than 75° C. to afford 148 mg of an oily substance. This substance was treated in the same way as in Example 5, (B). The final product showed the same UV, mass, and NMR spectrum data as the 1α,3β,24-triacetoxycholesta-5,7-diene obtained in Example 5, (B).

Provenance & Evidence