Reaktion #1921043

Reaktionsgleichung

(±) 1-(2,3-Dichlorophenyl)-1-(2-furyl)ethanol

p-toluenesulphonyl chloride

→

1-(2,3-dichlorophenyl)-1-(2-furyl)ethylene

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with diethyl ether (5 × 500 ml.)
2. 2
   WaschenThe combined ethereal extracts were washed with water (2 × 500 ml.)
3. 3
   Trocknendried over sodium sulphate
4. 4
   Filtrationfiltered
5. 5
   Sonstigeevaporated
6. 6
   Sonstigeto give a dark oil, which
7. 7
   workup.DISTILLATIONwas distilled

Vorschrift

(±) 1-(2,3-Dichlorophenyl)-1-(2-furyl)ethanol (92 g.) was heated on a steam bath in pyridine (250 ml.) containing p-toluenesulphonyl chloride (69 g.) for 1 hour. The solution was poured into ice water (1 liter) and extracted with diethyl ether (5 × 500 ml.). The combined ethereal extracts were washed with water (2 × 500 ml.), dried over sodium sulphate, filtered and evaporated to give a dark oil, which was distilled to give 1-(2,3-dichlorophenyl)-1-(2-furyl)ethylene as a pale yellow liquid (46 g.), b.p. 140°-180° C./20 mm.Hg.

Quelle