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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2417470Generated: November 2, 2026

Methanol → HCID 22632621, compound

https://huagongshe.com/reaction/2417470

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant2-DimethylaminopyridineHCID 21885—
Reactant4-Bromomethyl-3-nitrobenzoic acidHCID 132386—
ReactantSodium BicarbonateHCID 516892—
ReactantGlycine ethyl ester, hydrochlorideHCID 2723640—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22632621HCID 22632621—

Reaction Steps

2.5 g (9.6 mmol) of 3-nitro-4-bromomethylbenzoic acid was dissolved in 100 ml of dichloromethane. 0.78 ml (19.2 mmol) of methanol, 2.2 g (11.5 mmol) of 1-ethyl-3-(3-dimethylaminopropyl)-3-carbodiimide hydrochloride and 30 mg of dimethylaminopyridine were added to the obtained solution, and they were stirred at room temperature for 3 hours. The reaction mixture was treated with dichloromethane as the extracting solvent by an ordinary method to obtain the crude product. The crude product was dissolved in 50 ml of THF. 2.0 g (14.6 mmol) of glycine ethyl ester hydrochloride and 1.8 g (21.9 mmol) of sodium hydrogencarbonate were added to the obtained solution, and they were stirred at 80° C. for 4 hours. The insoluble matter was removed by the filtration, and the solvent was evaporated. After the extraction with ethyl acetate followed by the treatment by an ordinary method, the crude title compound was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06825191B2
Source datasetuspto-grants-2004_11
ORD IDord-4d65a7bf1b094ce7a67e50fdb4a8dcaf
Source noteuspto-grants-2004_11