Phosphorus oxychloride → 2-Chloro-4-(4-methoxyphenyl)pyridine

HRID 657663Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 657663
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][N+:12]([O-])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.P(Cl)(Cl)([Cl:18])=O>>[Cl:18][C:13]1[CH:14]=[C:9]([C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[CH:10]=[CH:11][N:12]=1

Komponenten

3

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 576720264-(4-Methoxyphenyl)pyridine 1-oxide

Produkt 1

HCID 534408782-Chloro-4-(4-methoxyphenyl)pyridine

Versuchsvorschrift

A mixture of 4-(4-methoxyphenyl)pyridine 1-oxide (1.68 g) and phosphorus oxychloride (15 mL) is heated under reflux for six hours and concentrated under reduced pressure. Toluene is added and the mixture concentrated under reduced pressure. The residue is dissolved in hot toluene (20 mL) and the organic phase washed with water (twice 10 mL) a saturated aqueous sodium hydrogenocarbonate solution (10 mL), dried over magnesium sulphate and concentrated under reduced pressure to give 1.45 g of 2-chloro-4-(4-methoxyphenyl)pyridine as an orange coloured crystalline material.

Aufarbeitung

  1. temperatureis heated
  2. temperatureunder reflux for six hours
  3. concentrationconcentrated under reduced pressure
  4. additionToluene is added
  5. concentrationthe mixture concentrated under reduced pressure
  6. dissolutionThe residue is dissolved in hot toluene (20 mL)
  7. washthe organic phase washed with water (twice 10 mL) a saturated aqueous sodium hydrogenocarbonate solution (10 mL)
  8. dry with materialdried over magnesium sulphate
  9. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-e70382c90c414390892477b9fc30888c
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08076329B2

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