1-(4-Fluorophenyl)-2-(4-(methylsulfonyl)phenyl)ethanol → 1-(4-Fluorophenyl)-2-(4-methylsulfonylphenyl)ethanone

HRID 741685

Reaction equation

HRID 741685 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:20])[CH2:9][C:10]2[CH:15]=[CH:14][C:13]([S:16]([CH3:19])(=[O:18])=[O:17])=[CH:12][CH:11]=2)=[CH:4][CH:3]=1.C1C=C[NH+]=CC=1.[O-][Cr](Cl)(=O)=O>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8](=[O:20])[CH2:9][C:10]2[CH:15]=[CH:14][C:13]([S:16]([CH3:19])(=[O:17])=[O:18])=[CH:12][CH:11]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 194267951-(4-Fluorophenyl)-2-(4-(methylsulfonyl)phenyl)ethanolHCID 178418287HCID 178418287, compound

Product 1

HCID 112433011-(4-Fluorophenyl)-2-(4-methylsulfonylphenyl)ethanoneYield 96.2%

Procedure

To a cold (0° C.) solution of the product of step 2 (5.45 g, 18.5 mmol) in CH2C2 (350 mL) was added PCC (6.13 g, 28 mmol). The mixture was stirred at r.t. for 6.5 h and filtered through a short pad of silica gel (eluted with acetone). The eluant was concentrated and the residue was chromatographed on silica gel (eluted with 30 % EtOAc/CH2Cl2) to give 5.2 g of the title compound.

Workup

  1. filtrationfiltered through a short pad of silica gel (eluted with acetone)
  2. concentrationThe eluant was concentrated
  3. customthe residue was chromatographed on silica gel (eluted with 30 % EtOAc/CH2Cl2)

Sources & evidence

ORD record
ord-6cee9216ac6e4bdb8514fb3f798c7c14
Source dataset
uspto-grants-1996_09
Patent number
US05552422

Linked notes

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