HCID 13021275, compound → Pregna-1,4-diene-3,11,20-trione

HRID 982533Notes

Reaction equation

HRID 982533 reaction equation
[OH:1][C@@H:2]1[CH2:21][C@@:20]2([CH3:22])[C@@H:13]([CH2:14][CH2:15][C@@H:16]2[C:17](=[O:19])[CH3:18])[C@H:12]2[C@H:3]1[C@:4]1([CH3:24])[C:9]([CH2:10][CH2:11]2)=[CH:8][C:7](=[O:23])[CH:6]=[CH:5]1.CC(C)=O.OS(O)(=O)=O.O=[Cr](=O)=O>CC(C)=O>[CH3:18][C:17](=[O:19])[C@@H:16]1[C@:20]2([CH3:22])[C@H:13]([C@H:12]3[C@H:3]([C:2](=[O:1])[CH2:21]2)[C@:4]2([CH3:24])[C:9](=[CH:8][C:7](=[O:23])[CH:6]=[CH:5]2)[CH2:10][CH2:11]3)[CH2:14][CH2:15]1

Participants

4

Reactant 2

HCID 13021275HCID 13021275, compoundHCID 131709961Jones' reagent

Product 1

HCID 247932Pregna-1,4-diene-3,11,20-trione

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

11α-Hydroxypregna-1,4-diene-3,20-dione (120 mmol) in acetone (950 ml) is treated with Jones reagent (38.7 ml) at 0°. Following work-up the title compound is obtained.

Sources & evidence

ORD record
ord-33b2f1b06d9b4b2aa92c99a6d4d0412f
Source dataset
uspto-grants-1991_02
Patent number
US04996318

Reaction notes

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