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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1492629Generated: October 26, 2026

Imidazole → Methyl 2-(4-tert-butyldimethylsilyloxymethyl-2-propylphenoxy)-2-phenylacetate

https://huagongshe.com/reaction/1492629

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantEthyl AcetateHCID 8857—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantMethyl (4-hydroxymethyl-2-propylphenoxy)-2-phenylacetateHCID 19802778—
SolventDimethylformamideHCID 6228—
ProductMethyl 2-(4-tert-butyldimethylsilyloxymethyl-2-propylphenoxy)-2-phenylacetateHCID 1938561761.4%

Reaction Steps

To a solution of 2.34 g (7.45 mmol) of the product of Step J in DMF (30 mL) were added imidazole (609 mg, 8.94 mmol) and tertbutyldimethyl-chlorosilane (1.35 g, 8.94 mmol) at 0° C. The solution was stirred at room temperature for 18 hours, and was then poured into 100 mL of ethyl acetate and washed with H2O (2×). The water layer was extracted with ethyl acetate (2×). The combined organic layer was washed with H2O (3×) and brine, and was dried over anhydrous MgSO4. After concentration the mixture was purified by flash chromatography (hexane: EtOAc=10:1) to give 1.96 g of the title compound as a clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05374638
Source datasetuspto-grants-1994_12
ORD IDord-0f1070698df14a9ebed76439f4200f2c
Source noteuspto-grants-1994_12