Imidazole → (3-Chloro-1-ethylpropoxy)(1,1-dimethylethyl)dimethylsilane

HRID 569226Notes

Reaction equation

HRID 569226 reaction equation
[Cl:1][CH2:2][CH2:3][CH:4]([OH:7])[CH2:5][CH3:6].[Si:8](Cl)([C:11]([CH3:14])([CH3:13])[CH3:12])([CH3:10])[CH3:9].N1C=CN=C1>CN(C)C=O>[Cl:1][CH2:2][CH2:3][CH:4]([CH2:5][CH3:6])[O:7][Si:8]([C:11]([CH3:14])([CH3:13])[CH3:12])([CH3:10])[CH3:9]

Participants

5

Reactant 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 139240781-Chloro-3-pentanol

Product 1

HCID 13924075(3-Chloro-1-ethylpropoxy)(1,1-dimethylethyl)dimethylsilane

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using the procedure of Example 6A substituting 1-chloro-3-pentanol (50 g, 0.41 moles), tert-butyldimethylsilyl chloride (71, 0.47 moles), imidazole (32.6 g, 0.48 moles), and dimethylformamide (150 ml), there is obtained (3-chloro-1-ethylpropoxy)(1,1-dimethylethyl)dimethylsilane. The crude product is fractionally distilled under vacuum leaving a clear, colorless oil (78 g, 0.33 moles), BP 48° C./0.1 mm.

Sources & evidence

ORD record
ord-5839851bd0214028a5f468d4480e6d82
Source dataset
uspto-grants-1988_03
Patent number
US04731458

Reaction notes

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