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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194494Generated: November 1, 2026

Citric Acid → HCID 178489478, compound

https://huagongshe.com/reaction/2194494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantAcetone CyanohydrinHCID 6406—
ReactantTriethylamineHCID 8471—
ReactantHCID 67009597HCID 67009597—
SolventDichloromethaneHCID 6344—
ProductHCID 178489478HCID 17848947833%

Reaction Steps

4.82 g (11.9 mmol) of 3-oxo-1-cyclohexenyl 1-(2-methoxybenzyl)-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate was dissolved in dichloromethane (100 mL), and 2.01 mL (14.3 mmol) of triethylamine and 1.11 g (13.1 mmol) of acetone cyanohydrin were added to the above solution. The mixture was stirred for one whole day and night at room temperature. The reaction mixture was poured into an aqueous solution of citric acid, and the mixture was extracted with dichloromethane. The organic phase was washed with water, dried, and concentrated. The residue was purified by column chromatography (ethyl acetate:n-hexane=1:3 to 1:1), and thus 1.59 g (yield: 33%) of the title compound was obtained as yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334236B2
Source datasetuspto-grants-2012_12
ORD IDord-2f8f1c6d7b124e1e875ebe9f6b65ece4
Source noteuspto-grants-2012_12