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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 860473Erstellt: 26. Oktober 2026

Benzyl Bromide → 5-[(Benzyloxy)carbonyl]nicotinic acid

https://huagongshe.com/reaction/860473

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzyl BromideHCID 7498—
Edukt3,5-Pyridinedicarboxylic acidHCID 10366—
EduktSodium hydrideHCID 24758—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-[(Benzyloxy)carbonyl]nicotinic acidHCID 5744454423,5%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a suspension of 60% sodium hydride (527 mg) in dimethylformamide (20 mL) was added 3,5-pyridinedicarboxylic acid (2.00 g) under ice-water cooling and the mixture was stirred at 0° C. for 1 hour. To the mixture was added (bromomethyl)benzene (2.05 g) and the mixture was stirred at 60° C. for 2 hours. The mixture was partitioned between ethyl acetate and water. The organic layer was washed with water and brine, dried over magnesium sulfate, and evaporated in vacuo. The residue was triturated with ethyl acetate to give 5-[(benzyloxy)carbonyl]nicotinic acid as a pale yellow powder (722 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07153854B2
Quelldatensatzuspto-grants-2006_12
ORD IDord-73d806606503471c8e06e8a873b009fc
Quellennotizuspto-grants-2006_12