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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 393835Erstellt: 25. Oktober 2026

Triethylamine → 3,5-bis-(1,1-dimethylethyl)-4-hydroxy-N-[(4-nitrophenyl)methyl]-benzamide

https://huagongshe.com/reaction/393835

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktDicyclohexylcarbodiimideHCID 10868—
Edukt3,5-Di-tert-butyl-4-hydroxybenzoic acidHCID 15007—
Edukt4-Nitrobenzylamine hydrochlorideHCID 11252467—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3,5-bis-(1,1-dimethylethyl)-4-hydroxy-N-[(4-nitrophenyl)methyl]-benzamideHCID 2191855474%

Reaktionsschritte

1.88 g (10 mmoles) of p-nitrobenzylamine hydrochloride, 2.5 g (10 mmoles) of 3,5-di-tert-butyl-4-hydroxybenzoic acid, 1.38 ml (10 mmoles) of triethylamine and 2.26 g (11 mmoles) of dicyclohexylcarbodiimide are introduced into a 250 ml flask containing 25 ml of THF. The reaction medium is agitated for 15 hours at ambient temperature, the precipitate which appears is filtered out and rinsed with the minimum quantity of ethyl acetate. After concentration of the solution under reduced pressure, the residue is precipitated from a mixture of ethyl acetate/diethyl ether (1/4) and filtered. The crystals are washed abundantly with diethyl ether in order to finally produce, after drying, a white powder with a yield of 74% (2.85 g). Melting point: 230-231° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06809088B2
Quelldatensatzuspto-grants-2004_10
ORD IDord-99cb7217f35e4e9e8b18f6221e7d6561
Quellennotizuspto-grants-2004_10