Reaktion #4807

Reaktionsgleichung

o-nitroaniline

diisobutylene

o-nitroaniline

→

4-tert-Octyl-2-nitroaniline

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeIn a 2-liter reaction flask
2. 2
   Sonstigefitted with a condenser, nitrogen inlet, stirrer
3. 3
   workup.ADDITIONthermometer and addition funnel
4. 4
   Einengen166 ml (2.0 moles) of concentrated (12 N) hydrochloric acid
5. 5
   workup.ADDITIONis added over a 10-minute period with the temperature
6. 6
   Sonstigerising from 22° to 40° C
7. 7
   workup.WAITrising during this period from 60° to 90° C
8. 8
   SonstigeThe deep red fluid reaction mixture
9. 9
   Temperaturis heated for another 18 hours

Vorschrift

In a 2-liter reaction flask fitted with a condenser, nitrogen inlet, stirrer, thermometer and addition funnel is placed 272 grams (2.0 moles) of anhydrous zinc chloride. The flask is placed under a nitrogen atmosphere and 166 ml (2.0 moles) of concentrated (12 N) hydrochloric acid is added over a 10-minute period with the temperature rising from 22° to 40° C. To this is then added 276 grams (2.0 moles) of o-nitroaniline over a 15-minute period to avoid the formation of lumps. The resulting thick red slurry is heated to 60° C. and then 474 grams (3.0 moles) of diisobutylene is added gradually over a 110-minute period with the temperature rising during this period from 60° to 90° C. The deep red fluid reaction mixture is heated for another 18 hours at reflux till only a trace of o-nitroaniline is observed by thin layer chromatography.

Quelle