HCID 21459095, compound → Methanone, (3-methoxyphenyl)[4-(trifluoromethyl)phenyl]-

HRID 2254797Notes

Reaction equation

HRID 2254797 reaction equation
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.C(O[C:20]1[CH:37]=[CH:36][C:23]([CH:24]([OH:35])[C:25]2[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=2)=[CH:22][C:21]=1[O:38][CH3:39])C1C=CC=CC=1>>[CH3:39][O:38][C:21]1[CH:22]=[C:23]([CH:36]=[CH:37][CH:20]=1)[C:24]([C:25]1[CH:30]=[CH:29][C:28]([C:31]([F:32])([F:34])[F:33])=[CH:27][CH:26]=1)=[O:35]

Participants

3

Reactant 2

HCID 21459095HCID 21459095, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 12139417Methanone, (3-methoxyphenyl)[4-(trifluoromethyl)phenyl]-

Procedure

52.6 g of 4-(benzyloxy)-3-methoxy-4'-(trifluoromethyl)benzhydrol (dissolved in 500 ml of methylene chloride) are treated within 10 minutes at 20° with 30.6 g of pyridinium chlorochromate and stirred at 20° for 2 hours. The precipitate formed is subsequently filtered and washed with methylene chloride. The filtrate is evaporated and the residue is chromatographed on 150 g of silica gel with methylene chloride. After recrystallization from methylene chloride/hexane, there is obtained 4-benzyloxy)-3-methoxy-4'-(trifluoromethyl)benzophenone of melting point 101°.

Workup

  1. customThe precipitate formed
  2. filtrationis subsequently filtered
  3. washwashed with methylene chloride
  4. customThe filtrate is evaporated
  5. customthe residue is chromatographed on 150 g of silica gel with methylene chloride
  6. customAfter recrystallization from methylene chloride/hexane

Sources & evidence

ORD record
ord-b580f2f074ab4e33b506cb07cb05ea87
Source dataset
uspto-grants-1993_08
Patent number
US05236952

Reaction notes

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