Sodium Hydroxide → HCID 67680354, compound

HRID 865637Notes

Reaction equation

HRID 865637 reaction equation
C([O:4][C@H:5]1[CH2:22][CH2:21][C@@:20]2([CH3:23])[C@H:7]([CH2:8][CH2:9][C@@H:10]3[C@@H:19]2[CH2:18][CH2:17][C@@:15]2([CH3:16])[C@:11]3([O:25][CH2:26][O:27][CH2:28][CH3:29])[CH:12]=[CH:13][C:14]2=[O:24])[CH2:6]1)(=O)C.[OH-].[Na+]>CO.O>[OH:4][C@H:5]1[CH2:22][CH2:21][C@@:20]2([CH3:23])[C@H:7]([CH2:8][CH2:9][C@@H:10]3[C@@H:19]2[CH2:18][CH2:17][C@@:15]2([CH3:16])[C@:11]3([O:25][CH2:26][O:27][CH2:28][CH3:29])[CH:12]=[CH:13][C:14]2=[O:24])[CH2:6]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 67680488HCID 67680488, compound

Product 1

HCID 67680354HCID 67680354, compoundYield 91.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of 6.00 g of 3β-acetoxy-14β-ethoxymethoxy-5β-androst-15-en-17-one and 30 ml of 2N aq. sodium hydroxide in 120 ml of methanol was kept at room temperature for 24 hrs. The mixture was then diluted with water and extracted with dichloromethane. The organic phase was dried over anhydrous sodium sulfate and evaporated to dryness to give 4.90 g of the title compound (II-ac) as a white solid.

Workup

  1. extractionextracted with dichloromethane
  2. dry with materialThe organic phase was dried over anhydrous sodium sulfate
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-15c5c03e92b04076a6c1b7e32413ac9f
Source dataset
uspto-grants-1996_10
Patent number
US05567694

Reaction notes

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