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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 420152Erstellt: 25. Oktober 2026

Chloroform → tert-Butyl 5-bromonicotinate

https://huagongshe.com/reaction/420152

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktChloroformHCID 6212—
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Edukt5-Bromonicotinic acidHCID 88707—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
Lösungsmitteltert-ButanolHCID 6386—
Produkttert-Butyl 5-bromonicotinateHCID 18422124—

Reaktionsschritte

5-Bromo-nicotinic acid (20.2 g, 100 mmol) was dissolved in CHCl3 (200 mL) and tert-BuOH (40 mL); and WSC (21.1 g, 110 mmol) and DMAP (21.1 g, 10 mmol) was added thereto in order, and stirred at room temperature over night. The reaction mixture was diluted with chloroform, washed with 0.5N HCl aq. (220 mL), 0.5N NaOH aq. (100 mL), brine and dried over MgSO4 and silica gel. After filtration, the solvents were removed in vacuo to afford 5-Bromo-nicotinic acid tert-butyl ester as a colorless solid. This solid was used for the next step without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08093389B2
Quelldatensatzuspto-grants-2012_01
ORD IDord-bf2b2b15bae24a3d994beb7263d6c2e6
Quellennotizuspto-grants-2012_01