Sodium Hydroxide → Pregna-1,4-diene-3,20-dione

HRID 1703621Notes

Reaction equation

HRID 1703621 reaction equation
[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

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24841Hydrogen iodideHCID 23239835Pregna-1,4,6-triene-3,20-dione

Product 1

HCID 247929Pregna-1,4-diene-3,20-dione

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

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).

Workup

  1. customseparate the resultant precipitate
  2. filtrationby filtration
  3. custompurify each of the
  4. customprecipitates in a manner similar to

Sources & evidence

ORD record
ord-77b73e41c7d3470486657c262862dbf3
Source dataset
uspto-grants-1978_11
Patent number
US04124707

Reaction notes

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