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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 602821Generated: October 28, 2026

Ethyl Acetate → Ethyl 2-methyl-1,3-oxazole-4-carboxylate

https://huagongshe.com/reaction/602821

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium BicarbonateHCID 516892—
ReactantPotassium 2-ethoxycarbonyl-2-(1-ethoxy-ethylideneamino)-ethenolateHCID 86600794—
SolventAcetic AcidHCID 176—
ProductEthyl 2-methyl-1,3-oxazole-4-carboxylateHCID 1040249645%

Reaction Conditions

Temperature110 °C

Reaction Steps

5 g (25 mmol) of potassium 2-ethoxycarbonyl-2-(1-ethoxy-ethylideneamino)-ethenolate were completely dissolved in 15 mL acetic acid at RT, and then the solution was heated to 110° C. overnight. After cooling down, 100 mL EtOAc were added and the solution is neutralized with saturated NaHCO3 solution. The organic phase was separated, dried over Na2SO4, filtered and evaporated. Column chromatography on silica gel (heptane/EtOAc 1:2) yielded 1.74 g (45%) of 2-methyl-oxazole-4-carboxylic acid ethyl ester as an yellow oil, MS: 156 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906546B2
Source datasetuspto-grants-2011_03
ORD IDord-c04230959fd24adb8c67e3a051985410
Source noteuspto-grants-2011_03