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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194496Generated: October 31, 2026

Citric Acid → HCID 178516091, compound

https://huagongshe.com/reaction/2194496

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantAcetone CyanohydrinHCID 6406—
ReactantTriethylamineHCID 8471—
ReactantHCID 67009653HCID 67009653—
SolventDichloromethaneHCID 6344—
ProductHCID 178516091HCID 17851609147%

Reaction Steps

2.16 g (6.0 mmol) of 3-oxo-1-cyclohexenyl 1-phenyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate was dissolved in dichloromethane (50 mL), and 1.01 mL (7.2 mmol) of triethylamine and 0.56 g (6.6 mmol) of acetone cyanohydrin were added to the above solution. The resulting 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 washed with methanol, and thus 1.01 g (yield: 47%) of the title compound was obtained as pale brown crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334236B2
Source datasetuspto-grants-2012_12
ORD IDord-df8c6854539b4d50ac7f0a2074ad63e8
Source noteuspto-grants-2012_12