Diethyl Ether → 2-Chloromethyl-4-ethoxy-3,5-dimethylpyridine hydrochloride

HRID 979863Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 979863
[CH2:1]([O:3][C:4]1[C:9]([CH3:10])=[CH:8][N:7]=[C:6]([CH2:11]O)[C:5]=1[CH3:13])[CH3:2].S(Cl)([Cl:16])=O.CCOCC>C(Cl)Cl>[ClH:16].[Cl:16][CH2:11][C:6]1[C:5]([CH3:13])=[C:4]([O:3][CH2:1][CH3:2])[C:9]([CH3:10])=[CH:8][N:7]=1

Komponenten

5

Edukt 3

HCID 3283Diethyl EtherHCID 24386Thionyl ChlorideHCID 199637424-Ethoxy-3,5-dimethyl-2-pyridylmethanol

Produkt 1

HCID 221514582-Chloromethyl-4-ethoxy-3,5-dimethylpyridine hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

21.0 g of 4-ethoxy-3,5-dimethyl-2-pyridylmethanol, dissolved in 110 ml of methylene chloride, were added dropwise at 0° to 10 ml of thionyl chloride in 220 ml of methylene chloride. After stirring at room temperature for 16 hours 890 ml of ether were added dropwise thereto while cooling and the mixture was stirred at room temperature for a further 2 hours. The separated crystals were filtered off under suction and washed with ether. There was obtained 2-chloromethyl-4-ethoxy-3,5-dimethylpyridine hydrochloride of melting point 156°-158°.

Aufarbeitung

  1. additionwere added dropwise
  2. temperaturewhile cooling
  3. filtrationThe separated crystals were filtered off under suction
  4. washwashed with ether

Quellen und Nachweise

ORD-Eintrag
ord-484d99e0257c43e6aab5de40fc10ab58
Quelldatensatz
uspto-grants-1987_01
Patentnummer
US04634710

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