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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 36379Generated: October 30, 2026

Imidazole → HCID 53957759, compound

https://huagongshe.com/reaction/36379

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantSulfuric AcidHCID 1118—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant(1R,2R)-1,2-CyclopentanedimethanolHCID 11286477—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
ProductHCID 53957759HCID 5395775939.9%

Reaction Conditions

Temperature24 °C

Reaction Steps

17.1 g of imidazole and 18.9 g of tert-butyldimethylsilyl chloride are added to a solution of 16 g of trans-1,2-dihydroxymethyl-cyclopentane in 146 ml of dimethylformamide at 0° C. and stirred for 22 hours at 24° C. It is diluted with 1.6 l of ether, shaken twice with 80 ml of 10% sulfuric acid each, washed neutral with water, dried on magnesium sulfate and concentrated by evaporation in a vacuum. The residue is chromatographed on silica gel. With hexane/ethyl acetate (9+1), 12 g of trans-1-(tert-butyldimethylsilyloxymethyl)-2-hydroxymethyl-cyclopentane is obtained as colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05414016
Source datasetuspto-grants-1995_05
ORD IDord-f3a535734fc348debc8b705debc0a456
Source noteuspto-grants-1995_05