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

HRID 2258061Notes

Reaction equation

HRID 2258061 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-4dec0262c14a4687bc87fc6729ca0596
Source dataset
uspto-grants-1997_08
Patent number
US05659005

Reaction notes

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