Thionyl Chloride → 4-(tert-Butyl)-2-(chloromethyl)pyridine

HRID 963491Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 963491
[C:1]([C:5]1[CH:10]=[CH:9][N:8]=[C:7]([CH2:11]O)[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].S(Cl)([Cl:15])=O>C(Cl)(Cl)Cl>[C:1]([C:5]1[CH:10]=[CH:9][N:8]=[C:7]([CH2:11][Cl:15])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 18799645(4-(tert-Butyl)pyridin-2-yl)methanol

Produkt 1

HCID 190813024-(tert-Butyl)-2-(chloromethyl)pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a solution of 4-tert-butyl-2-hydroxymethylpyridine (0.36 g) in chloroform (10 ml) was added dropwise a solution of thionyl chloride (1 ml) in chloroform (5 ml) at room temperature and the mixture was stirred for 3 hours at ca. 50° C., After cooling to room temperature, the resultant mixture was concentrated in vacuo. The residue was taken up with chloroform and washed with saturated sodium carbonate aqueous solution, dried over magnesium sulfate, filtered and concentrated in vacuo to give 4-tert-butyl-2-chloromethylpyridine (0.37 g) as a brown oil.

Aufarbeitung

  1. temperatureAfter cooling to room temperature
  2. concentrationthe resultant mixture was concentrated in vacuo
  3. washwashed with saturated sodium carbonate aqueous solution
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-2a8966bd26994a7598edcf4c7e6a2a0c
Quelldatensatz
uspto-grants-1998_06
Patentnummer
US05763437

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