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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 993424Generated: October 30, 2026

Water → Agn-PC-0MW2M5

https://huagongshe.com/reaction/993424

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTosylmethyl isocyanideHCID 161915—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantEthyl 3-(naphthalen-1-yl)prop-2-enoateHCID 53428571—
SolventTetrahydrofuranHCID 8028—
SolventEthyl acetate hexaneHCID 21226206—
ProductAgn-PC-0MW2M5HCID 994323777%

Reaction Steps

4.3 g (18.9 mmol) of 3-(naphthalen-1-yl)-acrylic acid ethylester prepared in Preparation 6-1) and 3.68 g (18.9 mmol) of tosylmethylisocyanide were dissolved in 100 ml of tetrahydrofuran. 2.55 g (22.7 mmol) of potassium t-butoxide dissolved in 100 ml of tetrahydrofuran was slowly added thereto and the mixture was refluxed for 30 minutes. 100 ml of water was added to the reaction solution to stop the reaction and the solvent was removed under reduced pressure. The reaction solution was extracted with diethylether, washed with aqueous sodium chloride solution and then dried over magnesium sulfate. The solvent was removed under reduced pressure and the resulting residue was subjected to silica gel column chromatography(eluent: ethyl acetate/n-hexane=1/3, v/v) to obtain 3.85 g (14.5 mmol, Yield 77%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06472526B1
Source datasetuspto-grants-2002_10
ORD IDord-7fbae0b20b0d4e74a16d1c7063e41199
Source noteuspto-grants-2002_10