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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1177964Erstellt: 25. Oktober 2026

Sodium Carbonate → Ethyl 6-phenylnicotinate

https://huagongshe.com/reaction/1177964

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktPhenylboronic AcidHCID 66827—
EduktEthyl 6-chloronicotinateHCID 2799611—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
LösungsmittelToluene waterHCID 22272177—
ProduktEthyl 6-phenylnicotinateHCID 1109633264,4%

Reaktionsschritte

Na2CO3 (228 mg, 2.16 mmol) was added to a stirred solution of 6-chloro nicotinic acid ethyl ester (200 mg, 1.08 mmol) in toluene:H2O (5:1, 6 mL). Pd (PPh3)4 (250 mg, 0.216 mmol) and phenylboronic acid (168 mg, 1.29 mmol) were then added and the reaction mixture was heated to reflux for 3 hrs. The reaction mixture was then diluted with water and the product was extracted with ethyl acetate. The organic layer was washed with saturated brine solution, dried over sodium sulphate and concentrated to afford 140 mg (64.4% yield) of 6-phenyl-nicotinic acid ethyl ester. LCMS Purity %: 98.2

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07842696B2
Quelldatensatzuspto-grants-2010_11
ORD IDord-53068b10f6614354a6f2ed2f028860e8
Quellennotizuspto-grants-2010_11