Thionyl Chloride → 2-Chloromethyl-3-ethoxypyridine hydrochloride

HRID 262460

Reaktionsgleichung

Reaktionsgleichung von HRID 262460
S(Cl)([Cl:3])=O.[CH2:5]([O:7][C:8]1[C:9]([CH2:14]O)=[N:10][CH:11]=[CH:12][CH:13]=1)[CH3:6]>C(Cl)(Cl)Cl>[ClH:3].[Cl:3][CH2:14][C:9]1[C:8]([O:7][CH2:5][CH3:6])=[CH:13][CH:12]=[CH:11][N:10]=1

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 22018715(3-Ethoxypyridin-2-yl)methanol

Produkt 1

HCID 204741852-Chloromethyl-3-ethoxypyridine hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

Thionyl chloride (8 cc) was added over 8 minutes to a stirred solution of 3-ethoxy-2-hydroxymethylpyridine (5.6 g) in chloroform (60 cc) at room temperature. After 11/2 hrs the mixture was evaporated to dryness and the residue was recrystallised from 0.16 M ethanolic hydrogen chloride/diethyl ether (1:1) to give 2-chloromethyl-3-ethoxypyridine hydrochloride (6.5 g) m.p. 176°-179.5°. (decomp.).

Aufarbeitung

  1. customAfter 11/2 hrs the mixture was evaporated to dryness
  2. customthe residue was recrystallised from 0.16 M ethanolic hydrogen chloride/diethyl ether (1:1)

Quellen und Nachweise

ORD-Eintrag
ord-84cd780c601c4c44bc7fdf7ca6c03d12
Quelldatensatz
uspto-grants-1979_05
Patentnummer
US04154838

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