Thionyl Chloride → 6-[(4-Fluorophenyl)oxy]-3-pyridinecarbonyl chloride

HRID 534787Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 534787
[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[N:14]=[CH:13][C:12]([C:15]([OH:17])=O)=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.S(Cl)([Cl:20])=O>O1CCOCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[N:14]=[CH:13][C:12]([C:15]([Cl:20])=[O:17])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 167905786-(4-Fluorophenoxy)pyridine-3-carboxylic acid

Produkt 1

HCID 231490426-[(4-Fluorophenyl)oxy]-3-pyridinecarbonyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

6-[(4-Fluorophenyl)oxy]-3-pyridinecarboxylic acid (D14) (0.032 g, 0.14 mmol) was solubilised in dry dioxane (2 mL). Thionyl chloride (0.081 mg, 0.14 mmol) was added drop-wise and the reaction mixture heated at reflux for 1.25 h. The reaction mixture was concentrated, and then re-concentrated from DCM to give 6-[(4-fluorophenyl)oxy]-3-pyridinecarbonyl chloride which was used directly in step 2

Aufarbeitung

  1. temperaturethe reaction mixture heated
  2. temperatureat reflux for 1.25 h
  3. concentrationThe reaction mixture was concentrated
  4. concentrationre-concentrated from DCM

Quellen und Nachweise

ORD-Eintrag
ord-04a1a786c902403eb64393baca723746
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08853218B2

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