Hydrogen Peroxide → HCID 13911126, compound

HRID 651948

Reaction equation

HRID 651948 reaction equation
[OH:1][C:2]([CH2:5][CH2:6][CH2:7][C@H:8]([C@@H:10]1[C@:27]2([CH3:28])[C@H:13]([C@H:14]3[C@H:24]([CH2:25][CH2:26]2)[C@:22]2([CH3:23])[C:17](=[CH:18][C:19](=[O:29])[CH:20]=[CH:21]2)[CH:16]=[CH:15]3)[CH2:12][CH2:11]1)[CH3:9])([CH3:4])[CH3:3].[OH-:30].[K+].OO>C(O)C.O>[O:30]1[C@H:20]2[C:19](=[O:29])[CH:18]=[C:17]3[C@:22]([CH3:23])([C@@H:21]12)[C@@H:24]1[C@H:14]([C@H:13]2[C@:27]([CH3:28])([CH2:26][CH2:25]1)[C@@H:10]([C@H:8]([CH3:9])[CH2:7][CH2:6][CH2:5][C:2]([OH:1])([CH3:3])[CH3:4])[CH2:11][CH2:12]2)[CH:15]=[CH:16]3

Participants

6

Reactant 3

HCID 784Hydrogen PeroxideHCID 14797Potassium HydroxideHCID 2279738725-Hydroxycholesta-1,4,6-trien-3-one

Product 1

HCID 13911126HCID 13911126, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

The trienone from (a) (1.3 gms) in ethanol (50 mls) was treated with 10% aqueous potassium hydroxide (0.5 ml) and 30% aqueous H2O2 (3 ml). After storage overnight at room temperature, the solution was diluted with water and the solid product collected. Recrystallization from aqueous methanol gave the title compound which after one further crystallization had melting point 162°-163°.

Workup

  1. customthe solid product collected
  2. customRecrystallization from aqueous methanol

Sources & evidence

ORD record
ord-c0d60886cd6b4abc8e6870ceca398957
Source dataset
uspto-grants-1987_06
Patent number
US04670190

Linked notes

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