Water → HCID 67362260, compound

HRID 1472959Notes

Reaction equation

HRID 1472959 reaction equation
C(=O)([O-])[O-].[K+].[K+].C(O[C@@H:11]1[C@H:17]2[C@H:18]3[C@H:27]([CH2:28][CH2:29][C@:14]2([CH2:15][CH3:16])[C:13](=[O:31])[CH2:12]1)[C@@H:26]1[C:21](=[CH:22][C:23](=[O:30])[CH2:24][CH2:25]1)[CH2:20][CH2:19]3)(=O)C.O>CO>[CH3:16][CH2:15][C@:14]12[CH2:29][CH2:28][C@H:27]3[C@@H:18]([CH2:19][CH2:20][C:21]4[C@@H:26]3[CH2:25][CH2:24][C:23](=[O:30])[CH:22]=4)[C@@H:17]1[CH:11]=[CH:12][C:13]2=[O:31]

Participants

5

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 67361589HCID 67361589, compound

Product 1

HCID 67362260HCID 67362260, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
40 °C

Procedure

Potassium carbonate (0.6 g, 4.4 mmol) was added to a suspension of 15α-acetoxy-18-methyl-estr-4-en-3,17-dione (3 g, 8.7 mmol) in methanol (27 ml) and the mixture was heated at 40° C. for 1 h. The mixture was allowed to cool to room temperature and water (100 ml) was then added. The precipitate was filtered, washed with water and dried under vacuum, to afford 18-methyl-estra-4,15-dien-3,17-dione (1.7 g, yield: 70%).

Workup

  1. temperatureto cool to room temperature
  2. filtrationThe precipitate was filtered
  3. washwashed with water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-c28d3447a3864780bd5b257043843f59
Source dataset
uspto-grants-2015_04
Patent number
US09012667B2

Reaction notes

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