Thionyl Chloride → 2-(Chloromethyl)-3,4-dimethoxypyridine

HRID 1089117Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1089117
[CH3:1][O:2][C:3]1[C:4]([CH2:11]O)=[N:5][CH:6]=[CH:7][C:8]=1[O:9][CH3:10].O=S(Cl)[Cl:15].C([O-])(O)=O.[Na+]>C(Cl)Cl>[CH3:1][O:2][C:3]1[C:4]([CH2:11][Cl:15])=[N:5][CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Komponenten

5

Edukt 3

HCID 24386Thionyl ChlorideHCID 516892Sodium BicarbonateHCID 107258093,4-Dimethoxy-2-pyridinemethanol

Produkt 1

HCID 50797222-(Chloromethyl)-3,4-dimethoxypyridineAusbeute 162,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

3,4-Dimethoxy-2-hydroxymethylpyridine (0.34 g, 0.002 mol) was dissolved in CH2Cl2 (8 ml). SOCl2 (0.27 g, 0.00227 mol) in CH2Cl2 (2 ml) was added under stirring at room temperature. After 10 min the mixture was neutralized with NaHCO3 (5 ml). The phases were separated, the CH2Cl2 phase was washed with NaCl-solution, dried over Na2SO4 and evaporated giving the desired product (0.61 g, 88%).

Aufarbeitung

  1. customThe phases were separated
  2. washthe CH2Cl2 phase was washed with NaCl-solution
  3. dry with materialdried over Na2SO4
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-58a80bb84e824ffcac598bac364ec0bd
Quelldatensatz
uspto-grants-1990_10
Patentnummer
US04965269

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