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

HRID 7908

Reaction equation

HRID 7908 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-0498ef0e78694a75a5377ea196575744
Source dataset
uspto-grants-2006_08
Patent number
US07087606B2

Linked notes

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