Water → HCID 22270370, Verbindung

HRID 1394559Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1394559
[C:1]([O-:6])(=[O:5])[CH:2]([CH3:4])[OH:3].[Li+].[H-].[Na+].Cl[C:11]1[CH:16]=[C:15]([C:17]([F:20])([F:19])[F:18])[CH:14]=[CH:13][N:12]=1.O>CN(C)C=O>[F:18][C:17]([F:20])([F:19])[C:15]1[CH:14]=[CH:13][N:12]=[C:11]([O:3][CH:2]([CH3:4])[C:1]([OH:6])=[O:5])[CH:16]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 24758Sodium hydrideHCID 1449582-Chloro-4-(trifluoromethyl)pyridineHCID 23673452Propanoic acid, 2-hydroxy-, lithium salt (1:1)

Produkt 1

HCID 22270370HCID 22270370, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a suspension of lithium lactate (7.8 g, 81 mmol) in 100 mL of anhydrous dimethylformamide was added sodium hydride (60% dispersion in mineral oil, 3.2 g, 80 mmol). After stirring at room temperature for 30 min, 2-chloro-4-trifluromethylpyridine (10 g, 55 mmol) was added, and the mixture was heated at 100° C. overnight. The reaction was cooled to room temperature, poured into 500 mL of water, and was washed with hexane (200 mL). The aqueous solution was acidified with concentrated hydrochloric acid (pH>2), and was extracted with ether (2×500 mL). The combined extracts were washed with water and brine, dried over anhydrous sodium sulfate, filtered and concentrated to dryness to give the title compound.

Aufarbeitung

  1. temperaturethe mixture was heated at 100° C. overnight
  2. temperatureThe reaction was cooled to room temperature
  3. washwas washed with hexane (200 mL)
  4. extractionwas extracted with ether (2×500 mL)
  5. washThe combined extracts were washed with water and brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-5d4e715493ce4e2fa8efd7b18c6ef5a8
Quelldatensatz
uspto-grants-2008_03
Patentnummer
US07348456B2

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