Sodium Hydroxide → HCID 86749816, compound

HRID 742957Notes

Reaction equation

HRID 742957 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)[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][CH2:14]2)[CH2:6]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 22882803HCID 22882803, compound

Product 1

HCID 86749816HCID 86749816, compoundYield 94.9%

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 2 N 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-98f5dcb7f64040a7897d516ec27ade96
Source dataset
uspto-grants-1996_09
Patent number
US05556846

Reaction notes

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