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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1955731Generated: November 1, 2026

Imidazole → Imidazol-1-YL-oxo-acetic acid tert-butyl ester

https://huagongshe.com/reaction/1955731

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-ButanolHCID 6386—
ReactantOxalyl chlorideHCID 65578—
SolventTetrahydrofuranHCID 8028—
ProductImidazol-1-YL-oxo-acetic acid tert-butyl esterHCID 11217804—

Reaction Conditions

Temperature0 °C

Reaction Steps

58.5 g (0.79 mol) of tert-butanol are added with stirring at 0° C. under argon to 100 g (0.79 mol) of oxalyl chloride in 1.3 l of THF. After stirring at 0° C for 1 hour, 161 g (2.37 mol) of imidazole in 0.7 l of THF are added dropwise in the course of 60 min. After a further 15 min, the mixture is filtered, the solid is washed with 0.5 l of THF, and the filtrate is concentrated to a volume of 1 l, filtered again, then completely concentrated, allowed to stand overnight at 0° C. under argon and again filtered through a frit.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05776964
Source datasetuspto-grants-1998_07
ORD IDord-91d9bc8986d74d84bc2015f7055010af
Source noteuspto-grants-1998_07