HCID 53940374, compound → HCID 22849349, compound

HRID 1197757Notes

Reaction equation

HRID 1197757 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-1e7b282015014e70a0c0940ffadb7f92
Source dataset
uspto-grants-1994_01
Patent number
US05278141

Reaction notes

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