Trifluoroacetic acid → 2,5-Dihydro[1,1'-biphenyl]-4(3H)-one

HRID 1657565Notes

Reaction equation

HRID 1657565 reaction equation
FC(F)(F)C(O)=O.[C:8]1([C:14]2(O)[CH2:19][CH2:18][C:17](=[O:20])[CH2:16][CH2:15]2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C(=O)(O)[O-].[Na+]>>[C:8]1([C:14]2[CH2:19][CH2:18][C:17](=[O:20])[CH2:16][CH:15]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 5837414-Hydroxy-4-phenylcyclohexan-1-one

Product 1

HCID 136810232,5-Dihydro[1,1'-biphenyl]-4(3H)-one

Procedure

To 34 ml. of well stirred trifluoroacetic acid, 50 g. of 4-phenyl-4-hydroxycyclohexanone (obtained as in Example 75) is added. After about 5 minutes the mixture is poured into an excess of aqueous sodium bicarbonate solution. The precipitated material is extracted with ether and the extract washed with water and brine and evaporated to dryness to give 4-phenyl-3-cyclohexen-1-one.

Workup

  1. extractionThe precipitated material is extracted with ether
  2. washthe extract washed with water and brine
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-683762d9857a4b7e8611cd81f5d3b6cf
Source dataset
uspto-grants-1976_06
Patent number
US03960961

Reaction notes

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