تفاعل #1563873

ord-0fd8ff75caee430f8334662434a329f3

معادلة التفاعل

[N-]=[N+]=CC(=O)c1cccs1
2-diazo-1-(thiophen-2-yl)ethanone
O=C1C(=O)C(Cl)=C(Cl)C(Cl)=C1Cl
3,4,5,6-tetrachlorocyclohexa-3,5-diene-1,2-dione
O=C(c1cccs1)C1Oc2c(Cl)c(Cl)c(Cl)c(Cl)c2O1
(4,5,6,7-tetrachlorobenzo[d][1,3]dioxol-2-yl)(thiophen-2-yl)methanone
المردود 43.7%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةrefluxed vigorously for 6 hours
  2. 2
    أخرىThe solvent was then evaporated to dryness
  3. 3
    أخرىEvaporation of the solvent

الإجراء التجريبي

2-diazo-1-(thiophen-2-yl)ethanone (2.3 g, 0.0151 mol) and 3,4,5,6-tetrachlorocyclohexa-3,5-diene-1,2-dione (3.36 g, 0.0136 mol) were then combined in dry benzene (25 mL) and refluxed vigorously for 6 hours. The solvent was then evaporated to dryness, and the crude material was subjected to column chromatography using 100-200 mesh silica gel and 15% ethyl acetate-hexane solvent system. Evaporation of the solvent yielded (4,5,6,7-tetrachlorobenzo[d][1,3]dioxol-2-yl)(thiophen-2-yl)methanone as an orange solid (2.2 g, 43.4%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09402397B2uspto-grants-2016_08