HCID 53940374, compound → HCID 22849349, compound

HRID 326987Notes

Reaction equation

HRID 326987 reaction equation
[OH:1][CH:2]1[CH2:19][CH2:18][C@@:17]2([CH2:20][OH:21])[C:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:16]2[CH2:15][CH2:14][C@@:12]2([CH3:13])[C@H:8]3[CH2:9][CH:10]=[CH:11]2)=[CH:3]1>CCCCCC.[O-2].[O-2].[Mn+4]>[OH:21][CH2:20][C@@:17]12[C@@H:16]3[C@H:7]([C@H:8]4[C@@:12]([CH2:14][CH2:15]3)([CH3:13])[CH:11]=[CH:10][CH2:9]4)[CH2:6][CH2:5][C:4]1=[CH:3][C:2](=[O:1])[CH2:19][CH2:18]2

Participants

4

Reactant 1

HCID 53940374HCID 53940374, compound

Product 1

HCID 22849349HCID 22849349, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8058HexaneSolvent

Procedure

3,19-Dihydroxyandrosta-4,16-diene (21) is treated with manganese dioxide (MnO2, c) in hexane. The mixture is filtered and evaporated to give the crude product. Purification yields the enone (22).

Workup

  1. filtrationThe mixture is filtered
  2. customevaporated
  3. customto give the crude product
  4. customPurification

Sources & evidence

ORD record
ord-e2856fa8c23f4615abdc62e055d52858
Source dataset
uspto-grants-1993_12
Patent number
US05272134

Reaction notes

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