تفاعل #2069925

ord-c8ffd424e5bb445fb5f64d0847daecbd

معادلة التفاعل

CC(C)c1ccc(I)cc1
4-Isopropyliodobenzene
CC(=O)Nc1ccc(C(C)C)cc1
N-acetyl-4-isopropylaniline
O=C([O-])[O-].[K+].[K+]
potassium carbonate
C1COCCOCCOCCOCCOCCO1
18-crown-6
CC(=O)N(c1ccc(C(C)C)cc1)c1ccc(C(C)C)cc1
N-Acetyl-N,N-di(4-isopropylphenyl)amine

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحthe still-hot reaction mixture is filtered
  2. 2
    غسيلthe filter residue is washed thoroughly
  3. 3
    أخرىthe solvent is removed on a rotary evaporator
  4. 4
    أخرىThe crude product is chromatographed on silica gel using 10% THF in dichloromethane
  5. 5
    تركيزThe product fractions are concentrated to dryness
  6. 6
    أخرىrecrystallized from hexane
  7. 7
    أخرىdried under reduced pressure

الإجراء التجريبي

4-Isopropyliodobenzene (29.2 g, 118 mmol), N-acetyl-4-isopropylaniline (21.0 g, 118 mmol), copper powder (15.0 g, 237 mmol), potassium carbonate (65.4 g, 474 mmol) and 18-crown-6 (2.9 g, 12 mmol) are heated to reflux in 200 ml of 1,2-dichlorobenzene. The reaction is monitored by thin-layer chromatography (eluent: 10% THF in dichloromethane). After 48 h, the still-hot reaction mixture is filtered, the filter residue is washed thoroughly and the solvent is removed on a rotary evaporator. The crude product is chromatographed on silica gel using 10% THF in dichloromethane. The product fractions are concentrated to dryness, recrystallized from hexane and dried under reduced pressure.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07540978B2uspto-grants-2009_06