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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1868761Erstellt: 25. Oktober 2026

Diisopropylethylamine → 1,1-Dimethylethyl N-((7-bromo-4-hydroxy-1,1-dimethyl-2-oxo-naphthalen-3-yl)carbonyl)glycinate

https://huagongshe.com/reaction/1868761

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
EduktGlycine tert-butyl ester hydrochlorideHCID 2725036—
EduktEthyl 7-bromo-4-hydroxy-1,1-dimethyl-2-oxo-naphthalene-3-carboxylateHCID 67099405—
LösungsmittelDiethyl EtherHCID 3283—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt1,1-Dimethylethyl N-((7-bromo-4-hydroxy-1,1-dimethyl-2-oxo-naphthalen-3-yl)carbonyl)glycinateHCID 6709976483,2%

Reaktionsbedingungen

Temperatur85 °C

Reaktionsschritte

DIPEA (3.86 mL, 22.2 mmol, 1.2 eq) was added to a mixture of ethyl 7-bromo-4-hydroxy-1,1-dimethyl-2-oxo-naphthalene-3-carboxylate (6.27 g, 18.5 mmol) and glycine tert-butyl ester hydrochloride (3.72 g, 22.2 mmol) in dioxane (30 mL). The reaction mixture was stirred at 85° C. for 3 hours. The reaction mixture was cooled to room temperature and concentrated in vacuo to give a light yellow solid. The crude solid was suspended in ether, filtered, and washed with water to give the desired ester as a white solid (6.53 g). MS (m/e)=368.1 (M+H-tBu)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07635715B2
Quelldatensatzuspto-grants-2009_12
ORD IDord-ac50e6ed9cc149fba1cd8c59422cbb20
Quellennotizuspto-grants-2009_12