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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223900Generated: November 1, 2026

Citric Acid → HCID 59715054, compound

https://huagongshe.com/reaction/2223900

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantTriethylamineHCID 8471—
Reactant2-Furancarbonyl chlorideHCID 68242—
ReactantHCID 59715038HCID 59715038—
SolventDichloromethaneHCID 6344—
ProductHCID 59715054HCID 59715054—

Reaction Steps

To a solution of 2-(acetoxymethyl)-2-[2-[1-[2-[4-(p-toluidino)piperidin-1-yl]ethyl]cyclohexyl]ethyl]-1,4-diacetoxybutane (synthesized in Example 13) (324 mg) dissolved in dichloromethane (4 mL) was added triethylamine (0.16 mL). 2-Furoyl chloride (0.084 mL) was added to the solution under ice cooling, and the temperature was then allowed to rise to room temperature. The solution was stirred for 17 hours. A 10% aqueous citric acid solution was added to the solution and the solution was extracted with chloroform. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by chromatography [NH silica gel, hexane-ethyl acetate (1:1)] to give the title compound (356 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07375115B2
Source datasetuspto-grants-2008_05
ORD IDord-feb349665b684ab4856d2c5dafcab55e
Source noteuspto-grants-2008_05