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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666702Generated: November 3, 2026

Ethyl Glycolate → Ethyl [(6-Methyl-1,3-benzoxazol-2-yl)oxy]acetate

https://huagongshe.com/reaction/1666702

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl GlycolateHCID 12184—
ReactantSodium hydrideHCID 24758—
Reactant2-Chloro-6-methyl-benzooxazoleHCID 10678666—
SolventTetrahydrofuranHCID 8028—
ProductEthyl [(6-Methyl-1,3-benzoxazol-2-yl)oxy]acetateHCID 8676143092.1%

Reaction Steps

0.73 g (7 mmol) ethyl hydroxyacetate is dissolved in 20 ml tetrahydrofurane and 0.36 g (9 mmol) 60% sodium hydride is added to it. After 20 minute stirring 1.0 g (6 mmol) 2-chloro-6-methyl-1,3-benzoxazole is added and the mixture is heated under reflux for 3 hours. The solvent is removed, the residue is dissolved in 15 ml water, extracted with 3×20 ml ethyl acetate. The united organic phase is dried over sodium sulfate and evaporated to obtain 1.3 g title compound as an oil. LC-MS[MH+]=236 (C12H13NO4 235.24)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044078B2
Source datasetuspto-grants-2011_10
ORD IDord-615824c0007b4ceeb87e2c9b8bce3f14
Source noteuspto-grants-2011_10