Hydrogen iodide → Pregna-1,4-diene-3,20-dione

HRID 1703620Notes

Reaction equation

HRID 1703620 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>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

4

Reactant 2

HCID 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

In a manner similar to that described in Example 9A, treat each of the 1,4,6-pregnatriene-3,20-dione derivatives prepared in Example 13A(1) with dry hydrogen iodide in glacial acetic acid. Isolate and purify each of the resultant products in a manner similar to that described to obtain the 7α-iodo derivative of each of the 1,4-pregnadiene-3,20-dione starting compounds of Example 13A(1), respectively.

Workup

  1. customIsolate
  2. custompurify each of the resultant products in a manner similar to

Sources & evidence

ORD record
ord-c7cd196003544307830cf9b0920bc264
Source dataset
uspto-grants-1978_11
Patent number
US04124707

Reaction notes

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