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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1722903Generated: October 31, 2026

Triethylamine → 2-(1-naphthylmethylene)-3-(N-methyl-N-methoxycarbonylmethylcarbamoyl)propionic acid

https://huagongshe.com/reaction/1722903

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantGlycine, N-methyl-, methyl ester, hydrochloride (1:1)HCID 83544—
Reactant3-[(Naphthalen-1-yl)methylidene]oxolane-2,5-dioneHCID 54316428—
SolventDichloromethaneHCID 6344—
Product2-(1-naphthylmethylene)-3-(N-methyl-N-methoxycarbonylmethylcarbamoyl)propionic acidHCID 5450547297.3%

Reaction Steps

To a solution of 1.40 g of sarcosine methyl ester hydrochloride in 50 ml of dichloromethane were added 1.54 ml of triethylamine and 1.70 g of the 2-(1-naphthylmethylene)succinic anhydride obtained, and the mixture was stirred for 30 minutes at room temperature. The reaction mixture was washed successively, with diluted hydrochloric acid, and a saturated sodium chloride aqueous solution, dried over anhydrous magnesium, and concentrated under reduced pressure. The residue was purified by silica gel flash column chromatography (eluent: chloroform) to obtain 2.37 g of 2-(1-naphthylmethylene)-3-(N-methyl-N-methoxycarbonylmethylcarbamoyl)propionic acid as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04857650
Source datasetuspto-grants-1989_08
ORD IDord-a272edaa631946dbbd8e74c1389f891e
Source noteuspto-grants-1989_08