HCID 21459095, compound → HCID 21458986, compound

HRID 274524Notes

Reaction equation

HRID 274524 reaction equation
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[CH2:12]([O:19][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])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[CH2:12]([O:19][C:20]1[CH:37]=[CH:36][C:23]([C:24]([C:25]2[CH:30]=[CH:29][C:28]([C:31]([F:32])([F:33])[F:34])=[CH:27][CH:26]=2)=[O:35])=[CH:22][C:21]=1[O:38][CH3:39])[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 21459095HCID 21459095, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 21458986HCID 21458986, compound

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-e8fa2c38a0ec48cb864254d58eb75f04
Source dataset
uspto-grants-1995_02
Patent number
US05389653

Reaction notes

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