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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 637217Generated: October 30, 2026

Imidazole → Methyl 5-((tert-butyldimethylsilyl)oxy)-2-hydroxybenzoate

https://huagongshe.com/reaction/637217

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantMethyl GentisateHCID 75077—
SolventDichloromethaneHCID 6344—
ProductMethyl 5-((tert-butyldimethylsilyl)oxy)-2-hydroxybenzoateHCID 18465044—

Reaction Steps

Combine methyl 2,5-dihydroxybenzoate (8.45 g, 50.2 mmol), imidazole (4.1 g, 60.3 mmol), and t-butyldimethylsilyl chloride (9.09 g, 60.3 mmol) in dichloromethane (100 mL). After 30 minutes, dilute the reaction mixture with dichloromethane (100 mL) and extract with water. Dry the organic layer over MgSO4, filter and evaporate in vacuo to give methyl 2-hydroxy-5-(t-butyldimethylsilyloxy)benzoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06194406B1
Source datasetuspto-grants-2001_02
ORD IDord-7966a61a3fc144298905f3cb18b65896
Source noteuspto-grants-2001_02