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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223432Generated: November 1, 2026

Dicyclohexylcarbodiimide → 1-Oleyl-3-palmitoylglycerol

https://huagongshe.com/reaction/2223432

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-MonopalmitinHCID 14900—
Reactant2-DimethylaminopyridineHCID 21885—
ReactantOleic AcidHCID 445639—
SolventDichloromethaneHCID 6344—
Product1-Oleyl-3-palmitoylglycerolHCID 8659444523%

Reaction Steps

Glycerol palmitate (example 2b) (5.516 g, 0.017 mol) was dissolved in dichloromethane (500 ml) and dicyclohexylcarbodiimide (5.165 g, 0.025 mol), dimethylaminopyridine (3.058 g, 0.025 mol) and oleic acid (4.714 g, 0.017 mol) were then added. The reaction mixture was stirred at room temperature for 24 hours. The dicyclohexylurea precipitate was filtered, washed with dichloromethane and the filtrate was evaporated under vacuum. The residue obtained was purified by silica gel chromatography (eluent:CH2Cl2) to give the desired compound as a white solid (yield: 23%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07375135B2
Source datasetuspto-grants-2008_05
ORD IDord-71778fa577ee4f7a98175b4f6129d364
Source noteuspto-grants-2008_05