HCID 22318122, compound → HCID 22318111, compound

HRID 497031Notes

Reaction equation

HRID 497031 reaction equation
[CH3:1][O:2][C:3]1[C:8]2[O:9][CH2:10][CH2:11][O:12][C:7]=2[CH:6]=[C:5]([CH:13]([OH:15])[CH3:14])[CH:4]=1>ClCCl.[O-2].[Mn+2]>[CH3:1][O:2][C:3]1[C:8]2[O:9][CH2:10][CH2:11][O:12][C:7]=2[CH:6]=[C:5]([C:13](=[O:15])[CH3:14])[CH:4]=1

Participants

4

Reactant 1

HCID 22318122HCID 22318122, compound

Product 1

HCID 22318111HCID 22318111, compoundYield 94.5%

Reagents, catalysts & solvents 2

HCID 160959Manganese oxideCatalystHCID 6344DichloromethaneSolvent

Procedure

In a round-bottomed flask, 0.65 g (3.1 mmol) of the alcohol 11 was dissolved in dichloromethane. To this solution was added an excess of manganese oxide. The suspension was heated to reflux overnight. The mixture was cooled and filtered through Celite. The filtrate was evaporated in vacuo to afford 0.61 g (85%) of 12 as a yellow oil.

Workup

  1. temperatureThe suspension was heated
  2. temperatureto reflux overnight
  3. temperatureThe mixture was cooled
  4. filtrationfiltered through Celite
  5. customThe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-d1418099fd2e4f4bbe4e16505377e326
Source dataset
uspto-grants-2005_09
Patent number
US06949544B2

Reaction notes

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