HCID 18000866, compound → HCID 18000926, compound

HRID 478154Notes

Reaction equation

HRID 478154 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11](=[CH2:15])[CH:12]([OH:14])[CH3:13])=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4]>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([C:11](=[CH2:15])[C:12](=[O:14])[CH3:13])=[CH:9][CH:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 1

HCID 18000866HCID 18000866, compound

Product 1

HCID 18000926HCID 18000926, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

1.07 g of alcohol 51 is dissolved in 100 ml of methylene chloride, and 9.1 g of manganese dioxide is added under nitrogen. It is stirred overnight at room temperature, filtered on Celite and the residue is chromatographed on silica gel with ethyl acetate/hexane, whereby 301 mg of title compound 52 in addition to 395 mg of the starting material are obtained as colorless oils.

Workup

  1. filtrationfiltered on Celite
  2. customthe residue is chromatographed on silica gel with ethyl acetate/hexane, whereby 301 mg of title compound 52 in addition to 395 mg of the starting material
  3. customare obtained as colorless oils

Sources & evidence

ORD record
ord-285b73e9c62748ae81792272fd71e774
Source dataset
uspto-grants-2003_11
Patent number
US06642218B2

Reaction notes

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