Water → Ethyl (3-fluoro-2-pyridyl)acetate

HRID 523265Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 523265
[F:1][C:2]1[C:3]([CH:8](C(OCC)=O)[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[N:4][CH:5]=[CH:6][CH:7]=1.[Cl-].[Na+].O>CS(C)=O.CCOC(C)=O>[F:1][C:2]1[C:3]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])=[N:4][CH:5]=[CH:6][CH:7]=1

Komponenten

6

Edukt 3

HCID 962WaterHCID 5234Sodium ChlorideHCID 57950221Diethyl (3-fluoro-2-pyridyl)malonate

Produkt 1

HCID 57447461Ethyl (3-fluoro-2-pyridyl)acetateAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
145 °C

Versuchsvorschrift

A mixture of diethyl 2-(3-fluoropyridin-2-yl)malonate (2.68 g, 10.5 mmol), sodium chloride (0.675 g, 11.6 mmol) and water (0.378 mL, 21.0 mmol) in DMSO (15 mL) was heated at 145° C. for 4.5 h. The mixture was cooled, diluted with EtOAc and washed sequentially with water and brine. The organic phase was dried and concentrated to provide ethyl 2-(3-fluoropyridin-2-yl)acetate as a pale colored oil (1.90 g, 99% yield) which was used without further purification. Mass spectrum m/z 184 (M+H)+.

Aufarbeitung

  1. temperatureThe mixture was cooled
  2. washwashed sequentially with water and brine
  3. customThe organic phase was dried
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-c6ceac4a5e4446359f59acf7076c505c
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09334290B2

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