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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2356636Erstellt: 26. Oktober 2026

Dimethylformamide → 6-[(5-Chloro-2-hydroxyphenyl)methyl]-2-pyridinecarboxylic acid

https://huagongshe.com/reaction/2356636

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktSodium methanethiolateHCID 4378561—
EduktEthyl 6-(5-chloro-2-((4-chloro-2-fluorobenzyl)oxy)benzyl)picolinateHCID 59384237—
LösungsmittelWaterHCID 962—
Produkt6-[(5-Chloro-2-hydroxyphenyl)methyl]-2-pyridinecarboxylic acidHCID 6845647176%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture of ethyl 6-[(5-chloro-2-{[(4-chloro-2-fluorophenyl)methyl]oxy}-phenyl)methyl]-2-pyridinecarboxylate (453 mg), sodium thiomethoxide (370 mg) and dimethylformamide (5 ml) was stirred at 100° C. for 2.5 hours. After cooling water (30 ml) was added and the mixture extracted with ethyl acetate (2×25 ml). The aqueous layer was acidified with conc. hydrochloric acid and extracted with ethyl acetate (2×25 ml). The combined extracts were washed with water (10 ml), dried (MgSO4) and concentrated in vacuo. The residue was washed with water and recrystallised from ether to afford the title compound (208 mg, 76%) as a pale buff solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07759369B2
Quelldatensatzuspto-grants-2010_07
ORD IDord-4d24b44417134b4da603490b1d99dbfc
Quellennotizuspto-grants-2010_07