Sodium Hydroxide → 3-Chloro-5-(trifluoromethyl)pyridine-2-carboxylic acid

HRID 650477

Reaktionsgleichung

Reaktionsgleichung von HRID 650477
C([O:3][C:4]([C:6]1[C:11]([Cl:12])=[CH:10][C:9]([C:13]([F:16])([F:15])[F:14])=[CH:8][N:7]=1)=[O:5])C.[OH-].[Na+]>O.C(O)C>[Cl:12][C:11]1[C:6]([C:4]([OH:5])=[O:3])=[N:7][CH:8]=[C:9]([C:13]([F:16])([F:14])[F:15])[CH:10]=1

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 22013558Ethyl 3-chloro-5-(trifluoromethyl)pyridine-2-carboxylate

Produkt 1

HCID 28219083-Chloro-5-(trifluoromethyl)pyridine-2-carboxylic acidAusbeute 84,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

423 g of 3-chloro-5-trifluoromethyl-2-pyridinecarboxylic acid ethyl ester (Example P2) is placed in a mixture of 800 ml of water and 160 ml of ethanol. 800 ml of a 2N sodium hydroxide solution are added dropwise at below 35° C. After 3 hours, the mixture is washed twice with dichloromethane and then rendered acidic with excess concentrated hydrochloric acid while cooling with an ice-bath. The resulting slurry is filtered, washed with water and dried in vacuo. 318 g of the desired product are obtained in the form of a white solid having a melting point of 135° C. (decomposition).

Aufarbeitung

  1. washthe mixture is washed twice with dichloromethane
  2. temperaturewhile cooling with an ice-bath
  3. filtrationThe resulting slurry is filtered
  4. washwashed with water
  5. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3b01caf336c14bd2b27303180a6398aa
Quelldatensatz
uspto-grants-2001_08
Patentnummer
US06274536B1

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