Imidazole → [(6-Chlorohexyl)oxy](1,1-dimethylethyl)dimethylsilane

HRID 267568Notes

Reaction equation

HRID 267568 reaction equation
[CH3:1][Si:2]([CH3:8])([C:4]([CH3:7])([CH3:6])[CH3:5])Cl.[Cl:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][OH:16].N1C=CN=C1>CN(C)C=O>[Cl:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][O:16][Si:2]([CH3:8])([CH3:1])[C:4]([CH3:7])([CH3:6])[CH3:5]

Participants

5

Reactant 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 748286-Chloro-1-hexanol

Product 1

HCID 10083489[(6-Chlorohexyl)oxy](1,1-dimethylethyl)dimethylsilane

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To 33 g. of dimethyl-tert-butylchlorosilane in 100 ml. of dimethylformamide is added 27 g. of 6-chlorohexan-1-ol and 340 g. of imidazole. The reaction mixture is allowed to stand at room temperature for 3 days to yield 6-chlorohexyloxy-dimethyl-tert-butylsilane, which is worked up by pouring into water, extracting with ether, washing with water, drying over calcium sulfate, removing the solvent by evaporation and purifying by distillation.

Sources & evidence

ORD record
ord-51e7c3f1df774dc0ae1737b6edcaaadb
Source dataset
uspto-grants-1976_03
Patent number
US03943157

Reaction notes

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