Trifluoromethanesulfonic acid → Fluorenone

HRID 488983Notes

Reaction equation

HRID 488983 reaction equation
[C:1]1([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:2]([C:7](O)=[O:8])=[CH:3][CH:4]=[CH:5][CH:6]=1.FC(F)(F)S(O)(=O)=O>>[CH:14]1[C:15]2[C:7](=[O:8])[C:2]3[C:1](=[CH:6][CH:5]=[CH:4][CH:3]=3)[C:10]=2[CH:11]=[CH:12][CH:13]=1

Participants

3

Reactant 2

HCID 62406Trifluoromethanesulfonic acidHCID 70357o-Phenylbenzoic acid

Product 1

HCID 10241Fluorenone

Procedure

To 1.0 grams of 2-biphenylcarboxylic acid was added 3 mL of trifluoromethanesulfonic acid. The sample was maintained at room temperature for 2.5 hours The mixture was poured over ice-water and extracted with ethyl acetate. The organic phase was washed with a saturated aqueous sodium bicarbonate solution until the aqueous phase was basic. The aqueous phase was separated. The organic phase was washed with water, dried over magnesium sulfate, and concentrated in vacuo to give 9H-fluoren-9-one.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic phase was washed with a saturated aqueous sodium bicarbonate solution until the aqueous phase
  3. customThe aqueous phase was separated
  4. washThe organic phase was washed with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-defcd487123a4080b22794adc0db7805
Source dataset
uspto-grants-2005_12
Patent number
US06974877B2

Reaction notes

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