Sodium Hydroxide → 1-Dehydroprogesterone

Reaktionsgleichung

[CH3:1][C:2](=[O:23])[C@@H:3]1[C@:20]2([CH3:21])[C@H:6]([C@H:7]3[C@H:17]([CH2:18][CH2:19]2)[C@:15]2([CH3:16])[C:10](=[CH:11][C:12](=[O:22])[CH:13]=[CH:14]2)[CH:9]=[CH:8]3)[CH2:5][CH2:4]1.I.[OH-].[Na+]>C(O)(=O)C>[CH3:1][C:2](=[O:23])[C@@H:3]1[C@:20]2([CH3:21])[C@H:6]([C@H:7]3[C@H:17]([CH2:18][CH2:19]2)[C@:15]2([CH3:16])[C:10](=[CH:11][C:12](=[O:22])[CH:13]=[CH:14]2)[CH2:9][CH2:8]3)[CH2:5][CH2:4]1

Komponenten

Versuchsvorschrift

Treat each of the 1,4,6-pregnatriene-3,20-dione compounds of Example 13A(2) with dry hydrogen iodide in acetic acid in the manner described in Example 9A. After stirring the reaction mixture at room temperature for 15 minutes, pour into ice water, neutralize with sodium hydroxide, separate the resultant precipitate by filtration, and purify each of the precipitates in a manner similar to that described in Example 9A to obtain the 7α-iodo derivative of each of the 1,4-pregnadiene-3,20-dione starting compounds of Example 13A(2).