2,5-Dichlorophenol → 2,5-Dichlorophenyl Dimethyloctylsilyl Ether

HRID 865323

Reaction equation

HRID 865323 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[OH:9].N1C=CN=C1.Cl[Si:16]([CH3:26])([CH3:25])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]>CN(C)C=O.[Cl-].[Na+]>[CH3:25][Si:16]([O:9][C:3]1[CH:4]=[C:5]([Cl:8])[CH:6]=[CH:7][C:2]=1[Cl:1])([CH3:26])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]

Participants

6

Reactant 3

HCID 662,5-DichlorophenolHCID 795ImidazoleHCID 87482Chlorodimethyloctylsilane

Product 1

HCID 539888402,5-Dichlorophenyl Dimethyloctylsilyl Ether

Reagents, catalysts & solvents 2

HCID 5234Sodium ChlorideSolventHCID 6228DimethylformamideSolvent

Procedure

To a solution of 3.75 g (0.023 mole) 2,5-dichlorophenol in 30 ml N,N-dimethylformamide are added 5.58 g (0.082 mole) imidazole and 16.6 ml (0.070 mole) chlorodimethyloctyl silane under argon. After stirring at room temperature for two hours, the mixture is diluted with an aqueous saturated sodium chloride solution and extracted with ether. The combined organic extracts are dried and condensed. The product is purified by column chromatography.

Workup

  1. extractionextracted with ether
  2. customThe combined organic extracts are dried
  3. customcondensed
  4. customThe product is purified by column chromatography

Sources & evidence

ORD record
ord-c6e4eef05fd94331a9e1f324b60fab4a
Source dataset
uspto-grants-1996_10
Patent number
US05565543

Linked notes

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