تفاعل #1605824

ord-2799d29ec068457bae7f754eba4eea3a

معادلة التفاعل

CC[O-].[Na+]
sodium ethoxide
O=[N+]([O-])c1ccc(CCl)cc1
1-(chloromethyl)-4-nitrobenzene
CC(C)[N+](=O)[O-]
2-nitropropane
CC(C)(Cc1ccc([N+](=O)[O-])cc1)[N+](=O)[O-]
1-(2-methyl-2-nitropropyl)-4-nitrobenzene
المردود 76.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةthe mixture was heated
  2. 2
    درجة الحرارةunder reflux for 18 hours
  3. 3
    ترشيحThe reaction solution was filtered
  4. 4
    تركيزconcentrated under reduced pressure
  5. 5
    workup.ADDITIONdiluted with ethyl acetate
  6. 6
    غسيلThe organic layer was washed with a saturated aqueous solution of sodium chloride
  7. 7
    تجفيفdried over anhydrous magnesium sulfate
  8. 8
    تركيزconcentrated under reduced pressure
  9. 9
    أخرىThe residue was purified by flash column chromatography

الإجراء التجريبي

To a solution of sodium ethoxide (3.5 g, 50 mmol) in ethanol (100 mL), 1-(chloromethyl)-4-nitrobenzene (8.6 g, 50 mmol) and 2-nitropropane (2.2 g, 250 mmol) were added at room temperature, and the mixture was heated under reflux for 18 hours. The reaction solution was filtered, concentrated under reduced pressure, and diluted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by flash column chromatography to obtain 1-(2-methyl-2-nitropropyl)-4-nitrobenzene (8.52 g).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09072734B2uspto-grants-2015_07