Reaktion #1440117

Reaktionsgleichung

4-chlorophenol

potassium carbonate

2,3-dichloropropane

→

1-(4-chlorophenoxy)-2-chloro-2-propene

Ausbeute 98.0%

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   TemperaturAfter heating
3. 3
   Temperaturto reflux the reaction mixture for 48 hours
4. 4
   Temperaturthe reaction mixture was cooled
5. 5
   Filtrationfiltered
6. 6
   WaschenThe residue was washed with more acetone
7. 7
   Einengenthe combined filtrates were concentrated in vacuo
8. 8
   SonstigeThe crude pale brown liquid (11.5 g) was purified by chromatography (silica gel, hexane/ethyl acetate, 85/15)

Vorschrift

To a mixture of 4-chlorophenol (6.1 g, 47.4 mmol) and potassium carbonate (13.1 g, 94.7 mmol) in acetone (200 mL), 2,3-dichloropropane (6.6 mL, 71 mmol) was added. After heating to reflux the reaction mixture for 48 hours, the reaction mixture was cooled and filtered. The residue was washed with more acetone and the combined filtrates were concentrated in vacuo. The crude pale brown liquid (11.5 g) was purified by chromatography (silica gel, hexane/ethyl acetate, 85/15) to give 1-(4-chlorophenoxy)-2-chloro-2-propene (8.9 g, 98%) as a white liquid: Anal. Calc'd. for C9H8OCl2: C, 53.23; H, 3.97. Found: C, 53.09; H, 3.95.

Quelle