HCID 13145955, compound → HCID 13145956, compound

HRID 851294Notes

Reaction equation

HRID 851294 reaction equation
[F:1][C@H:2]1[C:19]2[C@:14]([CH3:21])([CH2:15][CH2:16][C:17](=[O:20])[CH:18]=2)[C:13]2[C@H:4]([C@H:5]3[C@@:9]([CH2:11][CH:12]=2)([CH3:10])[C:8](=[O:22])[CH2:7][CH2:6]3)[CH2:3]1>CC(C)=O>[F:1][C@@H:2]1[C:19]2[C@:14]([CH3:21])([CH2:15][CH2:16][C:17](=[O:20])[CH:18]=2)[C:13]2[C@H:4]([C@H:5]3[C@@:9]([CH2:11][CH:12]=2)([CH3:10])[C:8](=[O:22])[CH2:7][CH2:6]3)[CH2:3]1

Participants

3

Reactant 1

HCID 13145955HCID 13145955, compound

Product 1

HCID 13145956HCID 13145956, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

6β-Fluoroandrost-4,9(11)-diene-3,17-dione (IV, Example 9, 10.5 g) is suspended in acetone (50 ml) and stirred at 20°-25°. Anhydrous hydrochloric acid is bubbled through for approximately one min. After stirring at 20°-25° for 5.5 hr the mixture is cooled in an ice bath and filtered using suction filtration. The solids collected by filtration are rinsed with cold acetone to give the title compound.

Workup

  1. customAnhydrous hydrochloric acid is bubbled through for approximately one min
  2. stirringAfter stirring at 20°-25° for 5.5 hr the mixture
  3. temperatureis cooled in an ice bath
  4. filtrationfiltered
  5. filtrationsuction filtration
  6. filtrationThe solids collected by filtration
  7. washare rinsed with cold acetone

Sources & evidence

ORD record
ord-ff75b5eb0e7148a8b18ee498d49c7919
Source dataset
uspto-grants-1983_05
Patent number
US04383947

Reaction notes

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