تفاعل #6907

ord-ce024ddd171d42738801fd911c4752bb

معادلة التفاعل

Nc1ccccc1I
2-iodoaniline
C/C(C(=O)[O-])=C(\C)C(=O)[O-]
dimethylmaleate
CCN(CC)CC
triethylamine
COC(=O)c1cc(=O)[nH]c2ccccc12
methyl 2-oxo-1,2-dihydroquinoline-4-carboxylate

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe tube was flushed with nitrogen
  2. 2
    أخرىsealed
  3. 3
    درجة الحرارةThe sealed tube was heated at 100° for 3.5 h
  4. 4
    ترشيحthe resulting solids filtered
  5. 5
    غسيلwashed with acetonitrile
  6. 6
    workup.DISSOLUTIONThe solids were dissolved in chloroform
  7. 7
    أخرىthe solvent removed under vacuum
  8. 8
    أخرىto provide a solid

الإجراء التجريبي

In a heavy-walled PYREX tube was placed 2-iodoaniline (2.84 g, 13 mmol), dimethylmaleate (2.44 g, 17 mmol), triethylamine (1.4 mL, 10 mmol), palladium diacetate (31 mg, 0.14 mmol) and 6 mL acetonitrile. The tube was flushed with nitrogen and sealed. The sealed tube was heated at 100° for 3.5 h then cooled to r.t. The tube was opened and the resulting solids filtered and washed with acetonitrile. The solids were dissolved in chloroform and the solvent removed under vacuum to provide a solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07084156B2uspto-grants-2006_08