Imidazole → Silane, [2-bromo-1-(bromomethyl)ethoxy](1,1-dimethylethyl)dimethyl-

HRID 225434Notes

Reaction equation

HRID 225434 reaction equation
[Br:1][CH2:2][CH:3]([OH:6])[CH2:4][Br:5].N1C=CN=C1.[C:12]([Si:16]([CH3:19])([CH3:18])Cl)([CH3:15])([CH3:14])[CH3:13]>C(Cl)Cl>[Br:1][CH2:2][CH:3]([CH2:4][Br:5])[O:6][Si:16]([C:12]([CH3:15])([CH3:14])[CH3:13])([CH3:19])[CH3:18]

Participants

5

Reactant 3

HCID 795ImidazoleHCID 72871,3-Dibromo-2-propanolHCID 28928tert-Butyldimethylsilyl chloride

Product 1

HCID 9996829Silane, [2-bromo-1-(bromomethyl)ethoxy](1,1-dimethylethyl)dimethyl-

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

26.7 g (122.4 mmol) of 1,3-dibromopropan-2-ol are dissolved in 150 ml of DCM, and 18.35 g (269.59 mmol) of imidazole are added. 18.47 g (122.54 mmol) of tert-butyldimethylchlorosilane in 150 ml of DCM are subsequently added dropwise. The mixture is left to stir at RT for 18 h, subjected to conventional work-up, giving, as crude product, 39.1 g (Y=95.9%) of step 1 as colourless oil, which is employed directly in step 2.

Workup

  1. waitThe mixture is left
  2. customgiving, as crude product, 39.1 g (Y=95.9%) of step 1 as colourless oil, which

Sources & evidence

ORD record
ord-363fff73678142c98f8855fe75156d2f
Source dataset
uspto-grants-2009_07
Patent number
US07557102B2

Reaction notes

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