Imidazole → tert-Butyl(2-iodoethoxy)dimethylsilane

HRID 1740793Notes

Reaction equation

HRID 1740793 reaction equation
[I:1][CH2:2][CH2:3][OH:4].[Si:5](Cl)([C:8]([CH3:11])([CH3:10])[CH3:9])([CH3:7])[CH3:6].N1C=CN=C1>C(Cl)(Cl)Cl>[Si:5]([O:4][CH2:3][CH2:2][I:1])([C:8]([CH3:11])([CH3:10])[CH3:9])([CH3:7])[CH3:6]

Participants

5

Reactant 3

HCID 795ImidazoleHCID 12225IodoethanolHCID 28928tert-Butyldimethylsilyl chloride

Product 1

HCID 11129873tert-Butyl(2-iodoethoxy)dimethylsilaneYield 100%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 2-iodoethanol (12.4 g, 72 mmol) and tert-butyldimethylsilyl chloride (11.94 g, 79 mmol) in chloroform (10 ml) was treated with imidazole (5.39 g, 79 mmol) which produced a white suspension. This was filtered and washed with chloroform. The filtrate was evaporated under reduced pressure to give the product as a colourless liquid (20.592 g, 100%).

Workup

  1. customproduced a white suspension
  2. filtrationThis was filtered
  3. washwashed with chloroform
  4. customThe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-f1b7d161d5734e9a9e3c7f3329ae6a84
Source dataset
uspto-grants-1999_10
Patent number
US05972937

Reaction notes

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