(3,5-Dimethoxy-phenyl)-(3-fluoro-4-methoxy-phenyl)-methanol → (3,5-Dimethoxy-phenyl)-(3-fluoro-4-methoxy-phenyl)-methanone

HRID 2378272Notes

Reaction equation

HRID 2378272 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[C:15]([F:21])[CH:14]=2)[OH:12])[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1>C(Cl)Cl.O=[Mn]=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[C:15]([F:21])[CH:14]=2)=[O:12])[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1

Participants

4

Reactant 1

HCID 61080527(3,5-Dimethoxy-phenyl)-(3-fluoro-4-methoxy-phenyl)-methanol

Product 1

HCID 43474091(3,5-Dimethoxy-phenyl)-(3-fluoro-4-methoxy-phenyl)-methanone

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalyst2×HCID 6344DichloromethaneSolvent

Procedure

A mixture of (3,5-dimethoxy-phenyl)-(3-fluoro-4-methoxy-phenyl)-methanol from above and activated MnO2 (10 g, 115 mmol) in methylene chloride (60 mL) was stirred at room temperature for 18 h. More MnO2 (7 g) was added and kept for overnight. The suspension was filtered thru a pad of Celite. Removal of solvent gave (3,5-dimethoxy-phenyl)-(3-fluoro-4-methoxy-phenyl)-methanone as an off-white solid (3.13 g, 56% yield 2 steps). The sample was used in the next step without further purification.

Workup

  1. waitkept for overnight
  2. filtrationThe suspension was filtered
  3. customRemoval of solvent

Sources & evidence

ORD record
ord-c3b36d25c4c04c8b8ff7e53480216871
Source dataset
uspto-grants-2008_12
Patent number
US07470723B2

Reaction notes

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