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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1696864Generated: October 31, 2026

Sodium hydride → benzyl 2-(3,5-dimethyl-1H-1,2,4-triazol-1-yl)-3-oxobutanoate

https://huagongshe.com/reaction/1696864

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1H-1,2,4-Triazole, 3,5-dimethyl-HCID 139001—
ReactantBenzyl 2-bromo-3-oxobutanoateHCID 10978553—
SolventTetrahydrofuranHCID 8028—
Productbenzyl 2-(3,5-dimethyl-1H-1,2,4-triazol-1-yl)-3-oxobutanoateHCID 67274297—

Reaction Conditions

Temperature40 °C

Reaction Steps

To a stirring solution of 3,5-dimethyl-1-H-[1,2,4]-triazole (0.502 g, 5.16 mmol) in THF (36.9 ml) was added NaH (0.199 g, 4.98 mmol). After stirring at RT for 10 mins 2-bromo-3-oxo-butyric acid benzyl ester (step 1) (1.0 g, 3.69 mmol) was added. The mixture was stirred at 40° C. for 30 mins and then allowed to cool to RT. The mixture was absorbed onto silica and purification by chromatography on silica eluting with 0-10% DCM/MeOH afforded the title compound as an orange oil; LC-MS Rt 1.95 mins; MS m/z 288.3 [M+H]+; Method LowpH_v001.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163785B2
Source datasetuspto-grants-2012_04
ORD IDord-d46c8e8887e54e16bf03eb16ba026b0c
Source noteuspto-grants-2012_04