Reaktion #58354

Reaktionsgleichung

1,3-butadiene

3,4-dimethoxy-nitrostyrene

hydroquinone

→

(±)-trans-1,2-Dimethoxy-4-(2-nitrocyclohex-4-enyl)benzene

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled
2. 2
   SonstigeSome of the solvent is removed on a rotary evaporator
3. 3
   Filtrationthe resulting precipitate is filtered off with suction
4. 4
   Sonstigerecrystallized in ethanol

Vorschrift

50.0 g of 3,4-dimethoxy-nitrostyrene (compound J1), and 1.0 g (9.1 mmol) of hydroquinone are suspened in 200 ml of abs. toluene and treated at −70° C. with 55.0 g (1.02 mol) of liquid 1,3-butadiene. The mixture is stirred at 160° C. for 6 days in an autoclave and then cooled. Some of the solvent is removed on a rotary evaporator, and the resulting precipitate is filtered off with suction and recrystallized in ethanol. M.p.: 113.5-115.5° C.

Quelle