Sodium Hydroxide → HCID 67639387, compound

HRID 863410Notes

Reaction equation

HRID 863410 reaction equation
C([O:4][C@H:5]1[CH2:22][CH2:21][C@@:20]2([CH3:23])[C:7](=[CH: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:7](=[CH: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 22882803HCID 22882803, compound

Product 1

HCID 67639387HCID 67639387, compoundYield 91.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of 6.00 g of 3β-acetoxy-14β-ethoxymethoxyandrosta-5.15-dien-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 sodium sulfate and evaporated to dryness to give 4.90 g of the title compound (II-a) as a white solid.

Workup

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

Sources & evidence

ORD record
ord-9f03574d74de476bbff7d8e1a901f8f2
Source dataset
uspto-grants-1998_02
Patent number
US05721227

Reaction notes

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