Water → 8-(Trifluoromethyl)-1,4-dioxaspiro[4.5]decan-8-ol

HRID 922116Notes

Reaction equation

HRID 922116 reaction equation
C[Si](C)(C)[O:3][C:4]1([C:14]([F:17])([F:16])[F:15])[CH2:13][CH2:12][C:7]2([O:11][CH2:10][CH2:9][O:8]2)[CH2:6][CH2:5]1.O>[F-].C([N+](CCCC)(CCCC)CCCC)CCC.O1CCCC1>[F:17][C:14]([F:15])([F:16])[C:4]1([OH:3])[CH2:5][CH2:6][C:7]2([O:8][CH2:9][CH2:10][O:11]2)[CH2:12][CH2:13]1

Participants

5

Reactant 2

HCID 962WaterHCID 71246806Trimethyl {[8-(trifluoromethyl)-1,4-dioxaspiro[4.5]dec-8-yl]oxy}silane

Product 1

HCID 616452568-(Trifluoromethyl)-1,4-dioxaspiro[4.5]decan-8-ol

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 2724141Tetrabutylammonium FluorideSolvent

Procedure

At 0° C., 12.20 g (40.89 mmol) of trimethyl {[8-(trifluoromethyl)-1,4-dioxaspiro[4.5]dec-8-yl]oxy}silane (Example 5A) were dissolved in 164 ml of 1 molar tetrabutylammonium fluoride solution in tetrahydrofuran, and the mixture was stirred at room temperature for 3 hours. For work-up, about 600 ml of water were added to the reaction, and the target molecule was extracted with dichloromethane. The organic phase was washed repeatedly with water, dried over sodium sulphate and concentrated under reduced pressure. Drying gave 9.33 g (100% of theory) of the title compound as a brownish oil.

Workup

  1. extractionthe target molecule was extracted with dichloromethane
  2. washThe organic phase was washed repeatedly with water
  3. dry with materialdried over sodium sulphate
  4. concentrationconcentrated under reduced pressure
  5. customDrying

Sources & evidence

ORD record
ord-4fc38bb8045141549f90416718b99810
Source dataset
uspto-grants-2016_03
Patent number
US09278925B2

Reaction notes

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