Imidazole → HCID 131716834, compound

HRID 1085923Notes

Reaction equation

HRID 1085923 reaction equation
[C:1]([OH:9])([OH:8])=[CH:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].C([Si:14](C1C=CC=CC=1)(C1C=CC=CC=1)Cl)(C)(C)C.N1C=CN=C1>CN(C)C=O>[SiH3:14][O:8][C:1]([OH:9])=[CH:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

5

Reactant 3

HCID 795ImidazoleHCID 94078tert-ButyldiphenylchlorosilaneHCID 72273890HCID 72273890, compound

Product 1

HCID 131716834HCID 131716834, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 6 g of the diol 5, 6.5 ml of t-butyldiphenylchlorosilane and 3.4 g of imidazole in 120 ml of dimethylformamide (DMF) was stirred at 0° C. for 2 hours. The mixture was then concentrated under vacuum and the residue was dissolved in 300 ml of 5 hexanes: 1 EtOAc. The solution was washed with 150 ml of water and then 150 ml of saturated aqueous sodium chloride solution (brine). The organic phase was dried over sodium sulfate and concentrated under vacuum to provide the title compound.

Workup

  1. concentrationThe mixture was then concentrated under vacuum
  2. dissolutionthe residue was dissolved in 300 ml of 5 hexanes
  3. washThe solution was washed with 150 ml of water
  4. dry with materialThe organic phase was dried over sodium sulfate
  5. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-370d7a26db304ae4bb99c50564edd1eb
Source dataset
uspto-grants-1991_04
Patent number
US05011943

Reaction notes

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