Hydrochloric Acid → 3-Cyclopropylpicolinic acid

HRID 1750486Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1750486
[CH:1]1([C:4]2[C:5]([C:10]([O:12]C)=[O:11])=[N:6][CH:7]=[CH:8][CH:9]=2)[CH2:3][CH2:2]1.[OH-].[Li+].Cl>C1COCC1.O>[CH:1]1([C:4]2[C:5]([C:10]([OH:12])=[O:11])=[N:6][CH:7]=[CH:8][CH:9]=2)[CH2:2][CH2:3]1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 68687300Methyl 3-cyclopropylpyridine-2-carboxylate

Produkt 1

HCID 686851453-Cyclopropylpicolinic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of methyl 3-cyclopropylpyridine-2-carboxylate (80 mg, 0.45 mmol) in THF (2 ml) and water (2 ml) was added lithium hydroxide (55 mg, 1.36 mmol) and the reaction mixture was refluxed for 2 hours. The reaction was then acidified to pH 2 using 1M HCl (aq) and extracted with DCM (3×50 ml). The combined organics were washed with water (30 ml), brine (30 ml), dried over sodium sulfate and concentrated in vacuo to afford the title compound.

Aufarbeitung

  1. temperaturethe reaction mixture was refluxed for 2 hours
  2. extractionextracted with DCM (3×50 ml)
  3. washThe combined organics were washed with water (30 ml), brine (30 ml)
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-802bb63e6c1745ac80524b9fa1ec178f
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09156829B2

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