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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 518274Erstellt: 26. Oktober 2026

Benzylamine → N-benzyl-5-bromo-2-methoxybenzamide

https://huagongshe.com/reaction/518274

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzylamineHCID 7504—
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Edukt1-HydroxybenzotriazoleHCID 75771—
EduktDiisopropylethylamineHCID 81531—
Edukt5-Bromo-2-methoxybenzoic acidHCID 881739—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelDichloromethaneHCID 6344—
ProduktN-benzyl-5-bromo-2-methoxybenzamideHCID 125408690,4%

Reaktionsschritte

To an ice bath cooled mixture of 5-bromo-2-methoxybenzoic acid (439 mg, 1.9 mmol) in 1:1 CH2Cl2:DMF (4 mL) was added benzylamine (0.228 mL, 2.1 mmol), EDCI (438 mg, 2.3 mmol), HOBt (311 mg, 2.3 mmol) and NEtiPr2 (0.496 mL, 2.85 mmol). The mixture was then stirred at room temperature until the reaction was complete. Extractive work up with ethyl acetate, washing with saturated aqueous NaHCO3, H2O, saturated aqueous KHSO4 and brine, gave the title compound (550 mg) after isolation which was carried forward without purification. LCMS (M+H)+ 320, 322.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09115114B2
Quelldatensatzuspto-grants-2015_08
ORD IDord-dd64335374804bb4a10dd1a978b38bf4
Quellennotizuspto-grants-2015_08