(Trifluoromethyl)trimethylsilane → HCID 67403439, compound

HRID 1186388Notes

Reaction equation

HRID 1186388 reaction equation
[S:1]1[CH2:6][CH2:5][CH:4]([CH:7]=[O:8])[CH2:3][CH2:2]1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[F:27][C:28]([Si](C)(C)C)([F:30])[F:29]>O1CCCC1>[F:27][C:28]([F:30])([F:29])[CH:7]([CH:4]1[CH2:5][CH2:6][S:1][CH2:2][CH2:3]1)[OH:8]

Participants

5

Reactant 3

HCID 552549(Trifluoromethyl)trimethylsilaneHCID 2724141Tetrabutylammonium FluorideHCID 20143720Thiane-4-carbaldehyde

Product 1

HCID 67403439HCID 67403439, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

According to Reference Example 8-12, by use of tetrahydro-2H-thiopyran-4-carbaldehyde (300 mg, 2.30 mmol) dissolved in tetrahydrofuran (6 mL), a 1 mol/L solution of tetrabutylammonium fluoride in tetrahydrofuran (0.460 mL, 0.460 mmol) and (trifluoromethyl)trimethylsilane (0.408 mL, 2.76 mmol), the mixture was stirred and reacted at room temperature for 2 hours. Then, purification by extraction gave 2,2,2-trifluoro-1-(tetrahydro-2H-thiopyran-4-yl)ethanol (Compound EH) (413 mg, yield: 90%).

Workup

  1. customreacted at room temperature for 2 hours
  2. customThen, purification
  3. extractionby extraction

Sources & evidence

ORD record
ord-07cb75fb207f4888ac76e41caef3d5f7
Source dataset
uspto-grants-2014_03
Patent number
US08673908B2

Reaction notes

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