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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1173823Generated: November 2, 2026

Imidazole → HCID 178455368, compound

https://huagongshe.com/reaction/1173823

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantHCID 178523817HCID 178523817—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178455368HCID 17845536898.8%

Reaction Steps

Combine trans-(4-hydroxy-cyclohexyl)-carbamic acid benzyl ester (16.0 g, 0.064 mol), imidazole (13.9 g, 0.10 mol), and anhydrous THF (300 mL), add tert-butyldimethylsilyl chloride (14.5 g, 0.10 mol) and stir at room temperature for 18 hours. Wash the reaction mixture with water (250 mL), saturated aqueous NaHCO3 (250 mL) and dry the organic layer over anhydrous Na2SO4. Remove the solvent and purify the residue by chromatography over silica gel (eluting with 0 to 30% EtOAc in hexane) to obtain the desired intermediate as clear oil (23.0 g, 98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834194B2
Source datasetuspto-grants-2010_11
ORD IDord-3c038cf4aab24e0ab3de0b190b05ae9c
Source noteuspto-grants-2010_11