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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1471356Generated: October 31, 2026

Diethyl Ether → HCID 131732740, compound

https://huagongshe.com/reaction/1471356

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantGlutaric anhydrideHCID 7940—
ReactantTriethylamineHCID 8471—
ReactantCurcuminHCID 969516—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTetrahydrofuranHCID 8028—
ProductHCID 131732740HCID 131732740—

Reaction Conditions

Temperature80 °C

Reaction Steps

In a 500 mL round bottom flask curcumin (3.00 g), DMAP (168 mg) and triethyl amine (4 ml) were taken in 150 mL of THF. Glutaric anhydride (2.35 ml) in 15 mL of THF was added drop-wise under anhydrous conditions. The mixture was refluxed for 20 hours at 80° C. The solution was evaporated in a rotovop. The thick residue was taken in 150 mL of ethyl acetate, washed with 50 mL of 0.5 N HCl. The HCl wash was extracted with 50 mL of ethyl acetate. The combined ethyl acetate extracts were dried over anhydrous sodium sulfate and was concentrated under vacuum to get 4.80 g. This was co-evaporated with ether several times to get a solid, 2.5 g. NMR was consistent with the structure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012411B2
Source datasetuspto-grants-2015_04
ORD IDord-120a838ada2e49239a665c1c539c93f5
Source noteuspto-grants-2015_04