Phenol → 2-Chloro-6-phenoxypyridine

HRID 2415171

Reaktionsgleichung

Reaktionsgleichung von HRID 2415171
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[N:3]=1.[C:9]1([OH:15])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[OH-].[Na+]>O>[Cl:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([O:15][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:3]=1

Komponenten

5

Edukt 3

HCID 996PhenolHCID 14798Sodium Hydroxide2×HCID 169892,6-Dichloropyridine

Produkt 1

HCID 8176622-Chloro-6-phenoxypyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

A reaction mixture consisting of 1.48 g (10 mmol) of 2,6-dichloropyridine, 6 g (63.75 mmol) of phenol and 2.4 g (60 mmol) of sodium hydroxide in 10 ml of water is heated to 140° C. for 24 hours in a bomb. After cooling the reaction mixture is made strongly alkaline with sodium hydroxide solution and extracted with dichloromethane. The organic phase is separated off and dried over sodium sulphate. Purification is by column chromatography on silica gel (eluant: cyclohexane/ethyl acetate=3:1).

Aufarbeitung

  1. temperatureAfter cooling the reaction mixture
  2. extractionextracted with dichloromethane
  3. customThe organic phase is separated off
  4. dry with materialdried over sodium sulphate
  5. customPurification

Quellen und Nachweise

ORD-Eintrag
ord-ac707bb3264f428cb065a83624731042
Quelldatensatz
uspto-grants-2004_11
Patentnummer
US06818644B1

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