تفاعل #354066

معادلة التفاعل

1,4-Dibromobutane

3,4-dichlorophenylacetonitrile

sodium hydroxide

Ether

→

1-(3,4-dichlorophenyl)cyclopentanecarbonitrile

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONWhen the addition
2. 2
   أخرىthe layers were separated
3. 3
   غسيلThe aqueous layer was washed with ether (2×200 ml)
4. 4
   تجفيفthe combined organic solutions were dried over magnesium sulphate
5. 5
   أخرىthe solvent removed in vacuo
6. 6
   workup.DISTILLATIONThe residue was distilled

الإجراء التجريبي

1,4-Dibromobutane (106 ml) was added dropwise over 1 hour at 70°-80° C. under nitrogen to a stirred mixture of 3,4-dichlorophenylacetonitrile (150 g) , benzyltriethylammonium chloride (2 g) and 50% aqueous sodium hydroxide solution (300 ml). When the addition was complete the mixture was stirred at 70°-80° C. for 2 hours, then cooled to ambient temperature. Ether (400 ml) and water (200 ml) were added and the layers were separated. The aqueous layer was washed with ether (2×200 ml), then the combined organic solutions were dried over magnesium sulphate and the solvent removed in vacuo. The residue was distilled to give 1-(3,4-dichlorophenyl)cyclopentanecarbonitrile as a pale yellow oil (135 g), b.p. 132°-140° C./0.4 mbar.

المصدر