Water → Hexamethyldisiloxane

HRID 840402Notes

Reaction equation

HRID 840402 reaction equation
C([Si:5]([CH3:8])([CH3:7])[CH3:6])(F)(F)F.CCCC[N+](CCCC)(CCCC)CCCC.[F-].[OH2:27]>C1COCC1.C([O-])(O)=O.[Na+]>[Si:5]([O:27][Si:5]([CH3:8])([CH3:7])[CH3:6])([CH3:8])([CH3:7])[CH3:6]

Participants

6

Reactant 3

HCID 962WaterHCID 552549(Trifluoromethyl)trimethylsilaneHCID 2724141Tetrabutylammonium Fluoride

Product 1

HCID 24764Hexamethyldisiloxane

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent3×HCID 516892Sodium BicarbonateSolvent

Conditions

Temperature
0 °C

Procedure

This material was dissolved in THF (0.1 mL), cooled to at 0° C. and treated with 0.5 M CF3TMS in THF (30 μL, 15 mmol) followed by 0.05 M TBAF in THF (5 mL, 0.025 mmol). After stirring for 30 min, the reaction mixture was diluted with saturated aqueous NaHCO3 (2 mL) and H2O (1 mL), extracted with EtOAc (6×), dried over Na2SO4, filtered and concentrated to give the crude bis-TMS ether.

Workup

  1. extractionextracted with EtOAc (6×)
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-e285f0c3fdfc4043890ad9370eefa600
Source dataset
uspto-grants-2002_04
Patent number
US06365759B1

Reaction notes

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