Reaktion #66786

Reaktionsgleichung

1,2-dichloro-4-nitrobenzene

pyridin-2-ylmethanol

potassium hydroxide

water

→

title compound

Ausbeute 48.3%

2-[(2-Chloro-4-nitrophenoxy)methyl]pyridine

Ausbeute 48.3%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe layers were separated
2. 2
   workup.ADDITIONthe organic layer was diluted with ethyl acetate
3. 3
   Waschenwashed with water
4. 4
   TrocknenThe organic layer was dried over sodium sulfate
5. 5
   Sonstigethe solvent was removed in vacuo
6. 6
   SonstigeThe residue was triturated with petroleum ether and tert-butyl methyl ether

Vorschrift

To a mixture of pyridin-2-ylmethanol (6.82 g, 62.5 mmol), Aliquat 336 (8.08 g, 20.0 mmol), potassium hydroxide (3.51 g, 62.5 mmol) and water (40 mL) were added toluene (80 mL) and 1,2-dichloro-4-nitrobenzene (10.0 g, 52.1 mmol). The mixture was heated to 60° C. overnight with vigorous stirring. The layers were separated, and the organic layer was diluted with ethyl acetate and washed with water. The organic layer was dried over sodium sulfate, and the solvent was removed in vacuo. The residue was triturated with petroleum ether and tert-butyl methyl ether to yield 6.66 g (48%) of the title compound.

Quelle