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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 555370Generated: October 30, 2026

Triethylamine → HCID 86640103, compound

https://huagongshe.com/reaction/555370

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-(2-Aminoethyl)-1-methylpyrrolidineHCID 98388—
ReactantMethyl 4-[2-bromomethyl-3-(naphthalen-1-yloxy)-propenyl]-benzoateHCID 66987041—
SolventAcetonitrileHCID 6342—
ProductHCID 86640103HCID 8664010348%

Reaction Steps

Methyl 4-[2-bromomethyl-3-(naphthalen-1-yloxy)-propenyl]-benzoate (412 mg, 1 mmol) was dissolved acetonitrile (5 ml) in a 100 ml vessel at 0° C., and thereto triethylamine (0.21 ml, 1.5 mmol, 1.5 eq.) and 2-(1-methylpyrrolidin-2-yl)ethylamine (R1′″NH2; 0.22 ml, 1.5 mmol, 1.5 eq.) were added while stirring. The resulting mixture was heated from 0° C. to room temperature, and then reacted for 4 hours. After the completion of reaction, the solvent was distilled off, and the residue thus obtained was extracted with ethyl ester. The organic layer was separated, washed with an aqueous saturated sodium bicarbonate solution and brine in order, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue thus obtained was subjected to a silica gel column chromatography to obtain 220 mg of the title compound as pale yellow oil (yield 48%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08053435B2
Source datasetuspto-grants-2011_11
ORD IDord-3ff10d82e5484b3c9ff5fa6c7a4e81f2
Source noteuspto-grants-2011_11