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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2230679Generated: October 30, 2026

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

https://huagongshe.com/reaction/2230679

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 numberUS06423704B1
Source datasetuspto-grants-2002_07
ORD IDord-fe96684f2fea4a8c89fc881da0399e13
Source noteuspto-grants-2002_07