Reaktion #501122

Reaktionsgleichung

1,3-dichloro-5-ethynyl-benzene

(E)-3-iodo-prop-2-enoic-acid ethyl ester

water

→

(E)-5-(3,5-dichloro-phenyl)-pent-2-en-4-ynoic acid ethyl ester

Lösungsmittel

triethylamine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas cooled to room temperature
2. 2
   Extraktionthe mixture extracted with diethyl ether (3×20 mL)
3. 3
   Sonstigedried organic phases were evaporated

Vorschrift

To a solution of 1,3-dichloro-5-ethynyl-benzene (1.52 g, 8.9 mmol) in triethylamine (32.4 mL) was added PdC12(PPh3)2 (57.15 mg, 0.08 mmol), (E)-3-iodo-prop-2-enoic-acid ethyl ester (1.84 g, 8.1 mmol) and copper(l)iodide (7.7 mg, 0.04 mmol). The reaction mixture was stirred for 2 h at 50° C., whereafter the reaction mixture was cooled to room temperature, water (30 mL) added and the mixture extracted with diethyl ether (3×20 mL). The combined and dried organic phases were evaporated to give crude (E)-5-(3,5-dichloro-phenyl)-pent-2-en-4-ynoic acid ethyl ester in 1.1 g yield.

Quelle