Reaktion #347766

Reaktionsgleichung

1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalene

nitric acid

water

→

2-nitro-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene

Lösungsmittel

acetic acid

acetic anhydride

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwhile cooling
2. 2
   workup.ADDITIONAfter the addition
3. 3
   Filtrationthe precipitate was filtered off with suction
4. 4
   Waschenwashed with water
5. 5
   Sonstigedried

Vorschrift

77.2 ml of glacial acetic acid and 20.8 ml of nitric acid (98% strength) were mixed while cooling and then added dropwise within 2 hours to a solution of 65.8 g (0.35 mol) of 1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalene in 154 ml of glacial acetic acid and 257 ml of acetic anhydride in a salt/ice bath. After the addition was complete, the reaction mixture was warmed to room temperature and stirred overnight. The solution was then poured into water, and the precipitate was filtered off with suction, washed with water and dried. 79.7 g of crude 2-nitro-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene of melting point 46°-50° C. were obtained.

Quelle