Reaktion #744716

Reaktionsgleichung

2,6-dibromoaniline

tert-butyl nitrite

acrylonitrile

hydrochloric acid

→

desired product

3-(2,6-Dibromophenyl)-2-chloro-propanenitrile

Lösungsmittel

acetonitrile

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITis carried out for a further 1 hour at ambient temperature
2. 2
   ExtraktionThe aqueous phase is extracted with toluene
3. 3
   Waschenthe combined toluene phases are washed with aqueous saturated sodium chloride solution
4. 4
   EinengenAfter concentration

Vorschrift

To 62.4 g (464 mmol/1.2 eq.) of cupric chloride, 76 mL (580 mmol/1.5 eq.) of tert-butyl nitrite and 483 mL (7.34 moles/19 eq.) of acrylonitrile in 475 mL of acetonitrile, at ambient temperature, there is poured, dropwise, over 1 hour, 100 g (386 mmol) of 2,6-dibromoaniline dissolved in 380 mL of acetonitrile. Stirring is carried out for a further 1 hour at ambient temperature, and then the reaction mixture is poured into 1 liter of 20% aqueous hydrochloric acid solution. The aqueous phase is extracted with toluene and the combined toluene phases are washed with aqueous saturated sodium chloride solution. After concentration, the desired product is obtained and used as such in the following Step.

Quelle