Imidazole → HCID 58113994, compound

HRID 1046435Notes

Reaction equation

HRID 1046435 reaction equation
[O:1]1[CH2:6][CH2:5][CH:4]([OH:7])[CH2:3][CH2:2]1.N1C=CN=C1.[CH3:13][Si:14](Cl)([CH3:16])[CH3:15]>C(Cl)Cl>[CH3:13][Si:14]([CH3:16])([CH3:15])[O:7][CH:4]1[CH2:5][CH2:6][O:1][CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 795ImidazoleHCID 6397ChlorotrimethylsilaneHCID 74956Tetrahydro-4H-pyran-4-ol

Product 1

HCID 58113994HCID 58113994, compoundYield 93.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Tetrahydro-4-pyranol (1 g, 9.8 mmol) was dissolved in 30 mL of methylene chloride. To it was added imidazole (1.7 g, 24.5 mmol) followed by TMSCl (1.5 mL, 11.76 mmol). The reaction was allowed to stir at room temperature overnight. Insoluble material was removed by filtration, and the filtrate was washed with half saturated aqueous sodium bicarbonate and brine, and dried over MgSO4. The solids were filtered and solvent removed under reduced pressure to afford 1.6 g of trimethyl(tetrahydro-2H-pyran-4-yloxy)silane as a clear liquid.

Workup

  1. customInsoluble material was removed by filtration
  2. washthe filtrate was washed with half saturated aqueous sodium bicarbonate and brine
  3. dry with materialdried over MgSO4
  4. filtrationThe solids were filtered
  5. customsolvent removed under reduced pressure

Sources & evidence

ORD record
ord-307f441349a246f5b8b9328a08d3fcf1
Source dataset
uspto-grants-2013_10
Patent number
US08569302B2

Reaction notes

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