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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1446646Generated: October 31, 2026

Triethylamine → HCID 86604547, compound

https://huagongshe.com/reaction/1446646

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-DimethylaminopyridineHCID 21885—
Reactant4-Nitrophenyl chloroformateHCID 82129—
ReactantSodium BicarbonateHCID 516892—
Reactant(8E,12E,14E)-3,6,21-Tri(1-ethoxyethoxy)-7-hydroxy-6,10,12,16,20-pentamethyl-18,19-epoxytricosa-8,12,14-trien-11-olideHCID 21023947—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 86604547HCID 86604547—

Reaction Steps

A solution of 4-nitrophenyl chloroformate (62 mg, 300 μmol) in dichloromethane (2.5 mL) was added dropwise into a solution of (8E,12E,14E)-3,6,21-tri(1-ethoxyethoxy)-7-hydroxy-6,10,12,16,20-pentamethyl-18,19-epoxytricosa-8,12,14-trien-11-olide (35 mg, 49.2 μmol), triethylamine (61 mg, 600 μmol) and dimethylaminopyridine (4 mg, 30 μmol) in dichloromethane (2.5 mL), followed by stirring at room temperature for 2.5 hours under nitrogen atmosphere. Ethyl acetate, water and saturated sodium bicarbonate aqueous solution were added to the reaction mixture, and the mixture was extracted with ethyl acetate, then the organic layer was washed with water. The resulting organic layer was dried over anhydrous magnesium sulfate, filtered and then evaporated to give the title crude compound (92.2 mg) as a yellow oil. This was used for the following reaction without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07667052B2
Source datasetuspto-grants-2010_02
ORD IDord-b4785036456d42debeffea309a35afb9
Source noteuspto-grants-2010_02