تفاعل #58354

ord-0d9c619fbf6e475e9d00cefe1466429a

معادلة التفاعل

C=CC=C
1,3-butadiene
COc1ccc(C=C[N+](=O)[O-])cc1OC
3,4-dimethoxy-nitrostyrene
Oc1ccc(O)cc1
hydroquinone
COc1ccc([C@@H]2CC=CC[C@H]2[N+](=O)[O-])cc1OC
(±)-trans-1,2-Dimethoxy-4-(2-nitrocyclohex-4-enyl)benzene

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
160°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةcooled
  2. 2
    أخرىSome of the solvent is removed on a rotary evaporator
  3. 3
    ترشيحthe resulting precipitate is filtered off with suction
  4. 4
    أخرىrecrystallized in ethanol

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07423046B2uspto-grants-2008_09