1-(3-Fluoro-4-methylphenyl)ethanol → 1-(3-Fluoro-4-methylphenyl)ethan-1-one

HRID 984965

Reaction equation

HRID 984965 reaction equation
[OH:1][CH:2]([C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[C:6]([F:11])[CH:5]=1)[CH3:3].C1C=C[NH+]=CC=1.[O-][Cr](Cl)(=O)=O>C(Cl)Cl>[F:11][C:6]1[CH:5]=[C:4]([C:2](=[O:1])[CH3:3])[CH:9]=[CH:8][C:7]=1[CH3:10]

Participants

4

Reactant 2

HCID 219913931-(3-Fluoro-4-methylphenyl)ethanolHCID 178418287HCID 178418287, compound

Product 1

HCID 27745691-(3-Fluoro-4-methylphenyl)ethan-1-oneYield 86.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-(1-hydroxyethyl)-2-fluorotoluene (55.8 mg, 0.36 mmol) in methylene chloride (1 mL) were added molecular sieve 4A (56.0 mg) and PCC 94.0 mg (0.43 mmol), and the mixture was stirred at room temperature for 1 hour. The reaction mixture was filtered through Celite, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to yield the title compound as a pale yellow oil (47.5 mg, 86.0%).

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-a78626221e934ac6ba40e1eb9c0f3f22
Source dataset
uspto-grants-2005_03
Patent number
US06869954B2

Linked notes

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