Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1751856Generated: October 28, 2026

Imidazole → 4-(4-Methylphenyl)butyl tert-butyldimethylsilyl ether

https://huagongshe.com/reaction/1751856

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant4-(4-Methylphenyl)butanolHCID 104009—
SolventDimethylformamideHCID 6228—
Product4-(4-Methylphenyl)butyl tert-butyldimethylsilyl etherHCID 59678626—

Reaction Steps

4-(4-Methylphenyl)butanol (0.5 g, 3.04 mmol) is dissolved in 5 ml DMF and to it is added imidazole (310 mg, 4.56 mmol) and tert-butyldimethylsilyl chloride (685 mg, 4.56 mmol). The reaction is stirred for 4 hrs after which it is extracted in ethyl acetate and washed with water to remove all DMF. The organic layer is then dried and concentrated. The crude mixture is then purified by flash chromatography using a mixture of ethyl acetate-hexanes as the eluting medium to afford the above mentioned product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09161997B2
Source datasetuspto-grants-2015_10
ORD IDord-434e0339595247bf9390286c5773cd95
Source noteuspto-grants-2015_10