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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 545204Erstellt: 25. Oktober 2026

Chloroform → tert-Butyl 5-bromonicotinate

https://huagongshe.com/reaction/545204

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, 110 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
PatentnummerUS07935712B2
Quelldatensatzuspto-grants-2011_05
ORD IDord-f0d2641d1576477b8765ef3cd9aa53da
Quellennotizuspto-grants-2011_05