Thionyl Chloride → 2-(Chloromethyl)-4-(3-methoxypropoxy)-3-methylpyridine

HRID 226225Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 226225
O[CH2:2][C:3]1[C:8]([CH3:9])=[C:7]([O:10][CH2:11][CH2:12][CH2:13][O:14][CH3:15])[CH:6]=[CH:5][N:4]=1.S(Cl)([Cl:18])=O>C(COC)OC>[Cl:18][CH2:2][C:3]1[C:8]([CH3:9])=[C:7]([O:10][CH2:11][CH2:12][CH2:13][O:14][CH3:15])[CH:6]=[CH:5][N:4]=1

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 104657494-(3-Methoxypropoxy)-3-methyl-2-pyridinemethanol

Produkt 1

HCID 110316672-(Chloromethyl)-4-(3-methoxypropoxy)-3-methylpyridineAusbeute 114,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 80711,2-DimethoxyethaneLösungsmittel

Versuchsvorschrift

2-Hydroxymethyl-4-(3-methoxypropoxy)-3-methylpyridine (5.0 g (23.7 mmol)) was dissolved in dimethoxyethane (40 ml), and thionyl chloride (4.23 g (35.6 mmol)) was added dropwise into the solution in a temperature that did not exceed 25° C. Stirring was carried out at room temperature, and then after it had been confirmed by TLC that the starting material had disappeared, vacuum concentration was carried out, thus obtaining 2-chloromethyl-4-(3-methoxypropoxy)-3-methylpyridine (6.25 g (yield: 99.2%)).

Aufarbeitung

  1. customdid not exceed 25° C
  2. customwas carried out at room temperature
  3. concentrationvacuum concentration

Quellen und Nachweise

ORD-Eintrag
ord-a406210039b44b048d938262da241367
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07557217B2

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