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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1260325Generated: November 3, 2026

Acetic Acid → HCID 67299891, compound

https://huagongshe.com/reaction/1260325

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantDiethyl OxalateHCID 7268—
Reactant2-AcetylpyridineHCID 14286—
ReactantSodium ethoxideHCID 2723922—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
ProductHCID 67299891HCID 6729989144.8%

Reaction Steps

A solution of 2-acetylpyridine (5.0 g, 40 mmol) and diethyl oxalate (5.9 g, 40 mmol) in diethylether (75 ml) was cooled to 0° C. and treated with sodium ethylate (16.6 ml, 21% solution in ethanol). While stirring overnight, the reaction mixture was allowed to warm-up slowly to ambient temperature. The reaction mixture was acidified with acetic acid, diluted with water and extracted with diethylether. The combined organic phases were washed with water and brine, dried and evaporated. The isolated residue was triturated with heptane (30 ml) and diethylether (5 ml) for 2 h and the resulting suspension was filtrated to collect the product. This process was repeated to obtain the product as light brown solid (3.96 g, 44%). MS: M=220.1 (M−H)−

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08470820B2
Source datasetuspto-grants-2013_06
ORD IDord-79a9b62a02774444927ec7eba59cd502
Source noteuspto-grants-2013_06