Ethanol → HCID 54504397, compound

HRID 1606592Notes

Reaction equation

HRID 1606592 reaction equation
C(O)C.[CH2:4]([O:6][C:7]1[CH2:24][CH2:23][C@@:22]2([CH3:25])[C:9](=[C:10]([CH:26]=[O:27])[CH2:11][C@@H:12]3[C@@H:21]2[CH2:20][CH2:19][C@@:17]2([CH3:18])[C@H:13]3[CH2:14][CH2:15][CH2:16]2)[CH:8]=1)[CH3:5].[BH4-].[Na+]>O>[CH2:4]([O:6][C:7]1[CH2:24][CH2:23][C@@:22]2([CH3:25])[C:9](=[C:10]([CH2:26][OH:27])[CH2:11][C@@H:12]3[C@@H:21]2[CH2:20][CH2:19][C@@:17]2([CH3:18])[C@H:13]3[CH2:14][CH2:15][CH2:16]2)[CH:8]=1)[CH3:5]

Participants

5

Reactant 3

HCID 702EthanolHCID 4311764Sodium borohydrideHCID 54477411HCID 54477411, compound

Product 1

HCID 54504397HCID 54504397, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In 30 ml. of ethanol are dissolved 1 g. of 3-ethoxy-6-formylandrosta-3,5-diene according to reaction (2), and while the solution is stirred at room temperature, 0.1 g. of sodium borohydride is added. After 20 minutes, the reaction mixture is poured into water and extracted with ether. Then, the extract is washed with water and dried with anhydrous sodium sulfate. Finally the solvent is concentrated, whereupon 1 g. of 3-ethoxy-6-hydroxymethylandrosta-3,5-diene is obtained as an oil.

Workup

  1. extractionextracted with ether
  2. washThen, the extract is washed with water
  3. dry with materialdried with anhydrous sodium sulfate
  4. concentrationFinally the solvent is concentrated, whereupon 1 g

Sources & evidence

ORD record
ord-0163dbaa89d84bef9e0ca9913aea4d21
Source dataset
uspto-grants-1976_04
Patent number
US03953483

Reaction notes

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