Methanol → 6-(Difluoromethyl)-4-ethyl-2-(trifluoromethyl)-3,5-pyridinedicarboxylic acid

HRID 847456Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 847456
[F:1][CH:2]([F:25])[C:3]1[C:8]([C:9]([O:11]CC)=[O:10])=[C:7]([CH2:14][CH3:15])[C:6]([C:16]([O:18]CC)=[O:17])=[C:5]([C:21]([F:24])([F:23])[F:22])[N:4]=1.CO.[OH-].[K+]>O>[F:25][CH:2]([F:1])[C:3]1[N:4]=[C:5]([C:21]([F:24])([F:22])[F:23])[C:6]([C:16]([OH:18])=[O:17])=[C:7]([CH2:14][CH3:15])[C:8]=1[C:9]([OH:11])=[O:10]

Komponenten

5

Edukt 3

HCID 887MethanolHCID 14797Potassium Hydroxide2×HCID 13957657Diethyl 2-(difluoromethyl)-4-ethyl-6-(trifluoromethyl)-3,5-pyridinedicarboxylate

Produkt 1

HCID 139576946-(Difluoromethyl)-4-ethyl-2-(trifluoromethyl)-3,5-pyridinedicarboxylic acidAusbeute 52,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A 1-liter flask is charged with 60 g (0.163 mole) of the product of Example 12 and 200 ml of methyl alcohol. In another flask, 150 ml of water and 21.52 g (0.326 mole) of potassium hydroxide are combined. The aqueous KOH is poured into the 1-liter flask and the mixture is heated to reflux overnight. The reaction mixture is cooled and extracted once with ethyl ether. The aqueous layer is acidified with concentrated hydrochloric acid and extracted with ethyl ether. The organics are dried on anhydrous magnesium sulfate, filtered, and concentrated to yield 26.72 g (52%) of the desired product, m.p. 237°-239° C.

Aufarbeitung

  1. temperaturethe mixture is heated
  2. temperatureto reflux overnight
  3. temperatureThe reaction mixture is cooled
  4. extractionextracted once with ethyl ether
  5. extractionextracted with ethyl ether
  6. dry with materialThe organics are dried on anhydrous magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-21257518eb1b4174a981efbf51a874bf
Quelldatensatz
uspto-grants-1992_08
Patentnummer
US05142055

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