Sulfuric Acid → 4-(2,4,5-Trifluorophenyl)cyclohexanone

HRID 602938Notes

Reaction equation

HRID 602938 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[CH:10]1[CH2:19][CH2:18][C:13]2(OCC[O:14]2)[CH2:12][CH2:11]1.O1CCOCC1.S(=O)(=O)(O)O>O>[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[CH:10]1[CH2:11][CH2:12][C:13](=[O:14])[CH2:18][CH2:19]1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 312751,4-DioxaneHCID 574243618-(2,4,5-Trifluorophenyl)-1,4-dioxaspiro[4.5]decane

Product 1

HCID 574243624-(2,4,5-Trifluorophenyl)cyclohexanone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

8-(2,4,5-Trifluorophenyl)-1,4-dioxaspiro[4.5]decane (19 g) was added to a solution of 1,4-dioxane (600 mL), water (160 mL) and concentrated sulfuric acid (160 mL) and the resultant mixture was stirred for one h. The solution was then mixed with water (1 L) and extracted with dichloromethane (1 L). The organic layer was washed with water, dried over anhydrous magnesium sulfate filtered and evaporated to yield the title compound as a white solid.

Workup

  1. extractionextracted with dichloromethane (1 L)
  2. washThe organic layer was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-3bf504553a684900b45daca18d902602
Source dataset
uspto-grants-2011_03
Patent number
US07906649B2

Reaction notes

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