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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 927671Erstellt: 25. Oktober 2026

Potassium Hydroxide → 6-((Tetrahydro-2H-pyran-4-yl)methoxy)-5-(trifluoromethyl)picolinic acid

https://huagongshe.com/reaction/927671

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium HydroxideHCID 14797—
Edukt(Oxan-4-yl)methanolHCID 2773573—
Edukt6-Chloro-5-(trifluoromethyl)picolinic acidHCID 70701016—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt6-((Tetrahydro-2H-pyran-4-yl)methoxy)-5-(trifluoromethyl)picolinic acidHCID 7108738886,4%

Reaktionsschritte

6-Chloro-5-(trifluoromethyl)picolinic acid (330 mg, 1.46 mmol) and powdered potassium hydroxide (328 mg, 5.85 mmol) were dissolved in DMSO (9 mL). The solution was stirred for 15 min. at ambient temperature. (Tetrahydro-2H-pyran-4-yl)methanol (170 mg, 170 μL, 1.46 mmol; CAN 14774-37-9) was added. The mixture was stirred for 1 d at ambient temp., poured onto ice water/brine/1N HCl (75 mL) and extracted with EtOAc (2×150 mL). The combined extracts were washed with ice water/brine (75 mL), dried over Na2SO4. The solvent was removed under reduced pressure to give the title compound as a grey solid (385 mg, 86%) which was used in the next step without further purification. MS: 304.0 [M−H]−.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09290451B2
Quelldatensatzuspto-grants-2016_03
ORD IDord-666749d2019940a580444638bd298caa
Quellennotizuspto-grants-2016_03