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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1409082Generated: October 30, 2026

Triethylamine → HCID 86676231, compound

https://huagongshe.com/reaction/1409082

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Nitrobenzoyl chlorideHCID 8502—
ReactantHCID 86676230HCID 86676230—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
SolventSodium BicarbonateHCID 516892—
ProductHCID 86676231HCID 8667623158.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture of tert-butyl [1-(hydroxymethyl)but-3-en-1-yl]prop-2-en-1-ylcarbamate (15.0 g) produced above, triethylamine (19.0 g) and dichloromethane (150 mL) was added N,N-dimethylpyridin-4-amine (0.7 g). To the mixture was added dropwise a solution of 4-nitrobenzoyl chloride (14.2 g) in dichloromethane (30 mL), and the mixture was stirred at 0° C. for 30 min. The reaction mixture was diluted with saturated aqueous sodium hydrogen carbonate, the mixture was extracted with dichloromethane, and the extract was dried over anhydrous sodium sulfate. Insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether) to give the title compound (14.1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921354B2
Source datasetuspto-grants-2014_12
ORD IDord-100abcfb1f284debabdead76141781ee
Source noteuspto-grants-2014_12