Trifluoroacetic acid → 5-(3-Fluorophenyl)picolinic acid

HRID 711243Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 711243
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[CH:10][C:11]([C:14]([O:16]C(C)(C)C)=[O:15])=[N:12][CH:13]=2)[CH:5]=[CH:6][CH:7]=1.C(O)(C(F)(F)F)=O.C([O-])([O-])=O.[Na+].[Na+]>ClCCl.O>[F:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[CH:10][C:11]([C:14]([OH:16])=[O:15])=[N:12][CH:13]=2)[CH:5]=[CH:6][CH:7]=1

Komponenten

6

Edukt 3

HCID 6422Trifluoroacetic acidHCID 10340Sodium CarbonateHCID 67208627Tert-butyl 5-(3-fluorophenyl)picolinate

Produkt 1

HCID 463131255-(3-Fluorophenyl)picolinic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of tert-butyl 5-(3-fluorophenyl)picolinate 33-5 (414 mg, 1.51 mmol) in dichloromethane (3 mL) was added TFA (1.5 mL) dropwise at room temperature. The mixture was stirred at room temperature for 2 hours. The mixture was diluted with dichloromethane (100 mL) and H2O (100 mL), adjusted with Na2CO3 to pH around 4, and separated. The organic layer was washed with H2O and brine, dried over Na2SO4, concentrated to dryness to afford 5-(3-fluorophenyl)picolinic acid 6-7 as an off-white solid. MS m/z 218.1 (M+1)

Aufarbeitung

  1. customseparated
  2. washThe organic layer was washed with H2O and brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-1f50d9ae574148c9b94259358edc1c31
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181235B2

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