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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2304577Generated: October 31, 2026

Water → Agn-PC-0MW2M5

https://huagongshe.com/reaction/2304577

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

5 g(18.9 mmol) of 3-(naphthalen-1-yl)-acrylic acid ethyl ester prepared in Preparation 2-1) and 3.68 g(18.9 mmol) of tosylmethylisocyanide were dissolved in 100 ml of tetrahydrofuran. To this solution was slowly added 2.55 g(22.7 mmol) of potassium t-butoxide dissolved in 100 ml of tetrahydrofuran, then the resulting solution was refluxed for 30 minutes. 100 ml of water was added to the reaction solution in order to stop the reaction, and the solvent was eliminated under reduced pressure. The residue was extracted with diethylether, washed with aqueous sodium chloride solution and dried over magnesium sulfate. The solvent was removed under reduced pressure and the 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 numberUS06436960B1
Source datasetuspto-grants-2002_08
ORD IDord-1eb38a2b2f9b4320bf72f7829fda27b1
Source noteuspto-grants-2002_08