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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1364302Generated: October 31, 2026

Imidazole → HCID 178455454, compound

https://huagongshe.com/reaction/1364302

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantHCID 178520956HCID 178520956—
SolventEthyl AcetateHCID 8857—
ProductHCID 178455454HCID 17845545445%

Reaction Steps

To a solution of trans-(4-hydroxymethyl-cyclohexyl)-methanol (50 g, 347 mmol) in DMF (700 mL) at rt was added sequentially imidazole (47.2 g, 693 mmol) and TBDMSCl (44.3 g, 294 mmol). The mixture was poured into water and the product extracted with ether. The combined organic extracts were dried over MgSO4 and concentrated under reduced pressure. Chromatography over SiO2 (Hex/EA 4:1, 2:1) gave the desired mono-protected compound as a colourless oil (40.1 g, 45% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07888359B2
Source datasetuspto-grants-2011_02
ORD IDord-376e3925d9af498f8d857ffda9b97362
Source noteuspto-grants-2011_02