Imidazole → Silane, [(8-bromooctyl)oxy](1,1-dimethylethyl)dimethyl-

HRID 1886249Notes

Reaction equation

HRID 1886249 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][OH:10].N1C=CN=C1.[CH3:16][Si:17]([CH3:23])([C:19]([CH3:22])([CH3:21])[CH3:20])Cl>CN(C)C=O>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][Si:17]([CH3:23])([CH3:16])[C:19]([CH3:22])([CH3:21])[CH3:20]

Participants

5

Reactant 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 1626071-Octanol, 8-bromo-

Product 1

HCID 10969362Silane, [(8-bromooctyl)oxy](1,1-dimethylethyl)dimethyl-Yield 88%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

One operates as in preparation 13 starting with 3.97 g of 8-bromooctanol, 19 cm3 of dimethylformamide, 1.55 g of imidazole and 3.32 g of dimethyl tertbutyl chlorosilane. After chromatography on silica (eluant: cyclohexane-toluene 8-2), one obtains 5.4 g of the expected product.

Sources & evidence

ORD record
ord-c3015a94b5b449ee936a17759a941a4a
Source dataset
uspto-grants-1992_09
Patent number
US05149696

Reaction notes

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