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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1940966Erstellt: 25. Oktober 2026

Dicyclohexylcarbodiimide → N-[2-(4-fluorobenzoyl)benzoyl]-N-methylglycine ethyl ester

https://huagongshe.com/reaction/1940966

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDicyclohexylcarbodiimideHCID 10868—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt2-(4-Fluorobenzoyl)benzoic acidHCID 82099—
EduktEthyl N-methylaminoacetate hydrochlorideHCID 171173—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelTriethylamineHCID 8471—
ProduktN-[2-(4-fluorobenzoyl)benzoyl]-N-methylglycine ethyl esterHCID 21463059—

Reaktionsschritte

A mixture of 2-(4-fluorobenzoyl)benzoic acid (3.00 g), 1-hydroxybenzotriazole (2.07 g), 1,3-dicyclohexylcarbodiimide (3.00 g) and anhydrous THF (50 ml) was stirred at room temperature for 1 hour. To this mixture were added N-methylglycine ethyl ester hydrochloride (2.84 g) and triethylamine (2.58 ml), followed by stirring at room temperature for 16 hours and with heating and refluxing for 4 hours. After the solvent was distilled off, ethyl acetate was added to the residue, and the insoluble crystals were separated by filtration. The flitrate was washed successively with water, aqueous sodium hydrogen carbonate, water, dilute hydrochloric acid and water and then dried, after which the solvent was distilled off, to yield N-[2-(4-fluorobenzoyl)benzoyl]-N-methylglycine ethyl ester as a colorless oily substance (4.2 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05700810
Quelldatensatzuspto-grants-1997_12
ORD IDord-b116d25aeebc42b588904429ff35c998
Quellennotizuspto-grants-1997_12