Reaktion #829553

Reaktionsgleichung

4-t-Butylaniline

Sodium nitrite

sodium tetrafluoroborate

→

4-t-Butyl-1-fluorobenzene

Lösungsmittel

hydrochloric acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas kept between 5°-7° C
2. 2
   workup.ADDITIONthe addition the resulting solution
3. 3
   workup.STIRRINGThe mixture was stirred for 15 min
4. 4
   Filtration4-t-Butylbenzenediazonium tetrafluoroborate was filtered off
5. 5
   Sonstigedried with suction
6. 6
   Waschenwashed with diethyl ether
7. 7
   Sonstigeto yield 20.96 g
8. 8
   workup.DISTILLATIONThe product was distilled off at reduced pressure

Vorschrift

4-t-Butylaniline (14.9 g, 100 mmol) was suspended in aqueous hydrochloric acid (50 ml, 6M) at 5° C. Sodium nitrite (7.6 g, 110 mmol in 10 ml water) was added at such a rate that the temperature was kept between 5°-7° C. Following the addition the resulting solution was stirred for 15 min. and sodium tetrafluoroborate (15.4 g, 140 mmol in 30 ml water) was added at 5-8° C. The mixture was stirred for 15 min. 4-t-Butylbenzenediazonium tetrafluoroborate was filtered off, dried with suction and washed with diethyl ether to yield 20.96 g. This diazonium salt was decomposed by heating to 140° C. on an oil-bath. The product was distilled off at reduced pressure. Yield 11.15 g colorless oil.

Quelle