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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 547588Generated: October 27, 2026

Tetrabutylammonium Fluoride → 1-(3-Hydroxymethyl-phenyl)-1H-imidazole-4-carboxylic acid ethyl ester

https://huagongshe.com/reaction/547588

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantEthyl 1-[3-(2-tert-butylsilyloxypropan-2-yl)phenyl]imidazole-4-carboxylateHCID 131728825—
SolventTetrahydrofuranHCID 8028—
Product1-(3-Hydroxymethyl-phenyl)-1H-imidazole-4-carboxylic acid ethyl esterHCID 5782635979%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of compound 6 (1.50 g, 4.2 mmol) in THF (18 mL) was added tetrabutylammonium fluoride (1.58 g, 5 mmol) and refluxed at 70° C. for 12 h. After concentration, the residue was purified by filter column using 4% methanol in chloroform to give alcohol 7 (810 mg, 79%) as pale yellow gum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07939556B2
Source datasetuspto-grants-2011_05
ORD IDord-a50b76c2934e40d985d86d1abf72369b
Source noteuspto-grants-2011_05