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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2228939Generated: October 30, 2026

Citric Acid → HCID 18510786, compound

https://huagongshe.com/reaction/2228939

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantPhthalic AnhydrideHCID 6811—
ReactantCyclohexylamineHCID 7965—
ReactantTriethylamineHCID 8471—
SolventTolueneHCID 1140—
ProductHCID 18510786HCID 1851078671%

Reaction Conditions

Temperature110 °C

Reaction Steps

Cyclohexylamine (50.20 ml, 0.44 mol) and triethylamine (51.76 ml, 0.37 mol) were added to a suspension of phthalic anhydride (50.00 g, 0.34 mol) in toluene (500 ml) at room temperature. The mixture was stirred at 110° C. overnight. The temperature of the system was then returned to room temperature, and a 0.1 N aqueous citric acid solution was added thereto. The mixture was extracted with ethyl acetate. The extract was washed with saturated saline and dried over an hydrous MgSO4. The solvent was then removed by distillation under the reduced pressure. The precipitated crystals were collected by suction filtration, washed with hexane, and then dried to give 55.28 g (71%) of 2-cyclohexylphthalimide as a white crystalline product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06417362B1
Source datasetuspto-grants-2002_07
ORD IDord-eabf882a30bc49a0af8612a2a3e84d39
Source noteuspto-grants-2002_07