HCID 18668652, compound → HCID 18668551, compound

HRID 1059162Notes

Reaction equation

HRID 1059162 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13]([O:14][CH3:15])=[CH:12][CH:11]=[C:10]([CH:16]([OH:20])[CH:17]([CH3:19])[CH3:18])[CH:9]=2)=[CH:4][CH:3]=1>ClCCl.[O-2].[O-2].[Mn+4]>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13]([O:14][CH3:15])=[CH:12][CH:11]=[C:10]([C:16](=[O:20])[CH:17]([CH3:18])[CH3:19])[CH:9]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 18668652HCID 18668652, compound

Product 1

HCID 18668551HCID 18668551, compoundYield 98.4%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalyst2×HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-(4′-fluoro-6-methoxy[1,1′-biphenyl]-3-yl)-2-methyl-1-propanol (3.82 g) in dichloromethane (60 ml) was added manganese(IV) dioxide (12.1 g), and the mixture was stirred at room temperature for 17 h. Manganese(IV) dioxide (17.7 g) was added and the mixture was stirred at room temperature for 1.5 h. The mixture was heated under reflux for 22 h and filtered through Celite. The solvent was evaporated under reduced pressure to give the title compound (3.73 g) as a yellow oil.

Workup

  1. stirringthe mixture was stirred at room temperature for 1.5 h
  2. temperatureThe mixture was heated
  3. temperatureunder reflux for 22 h
  4. filtrationfiltered through Celite
  5. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-395ddbba89274bb096910d988e4877d4
Source dataset
uspto-grants-2003_02
Patent number
US06518257B1

Reaction notes

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