تفاعل #470392

ord-2d6bcd9c4c304632959123c0c745dea0

معادلة التفاعل

CC(C)c1cccc(C(C)C)c1N
2,6-diisopropylaniline
O=[N+]([O-])c1ccccc1F
2-fluoronitrobenzene
[F-].[K+]
potassium fluoride
CC(C)c1cccc(C(C)C)c1Nc1ccccc1[N+](=O)[O-]
desired product
المردود 47.9%
CC(C)c1cccc(C(C)C)c1Nc1ccccc1[N+](=O)[O-]
2,6-diisopropyl-N-(2-nitrophenyl)aniline
المردود 47.9%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
180°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةAfter cooled to room temperature
  2. 2
    استخلاصThe mixture was then extracted with dichloromethane (200 mL) for three times
  3. 3
    أخرىThe solvent was evaporated
  4. 4
    أخرىthe residue was purified by column chromatography

الإجراء التجريبي

2,6-diisopropylaniline (25 g, 141 mmol), 2-fluoronitrobenzene (10 g, 70 mmol), and potassium fluoride (6.2 g, 106 mmol) were mixed in a one-neck flask. The mixture was heated up to 180° C. under nitrogen for 48 hours. After cooled to room temperature, water (200 mL) was added. The mixture was then extracted with dichloromethane (200 mL) for three times. The solvent was evaporated and the residue was purified by column chromatography using 20% of dichloromethane in hexanes. 10 g of desired product was obtained.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08367223B2uspto-grants-2013_02