تفاعل #939040

ord-3fcf96dfff4447e282df2f0c1bd68b9d

معادلة التفاعل

CC(C)CBr
Isobutyl bromide
COC(=O)c1ccc(O)c([N+](=O)[O-])c1
methyl 4-hydroxy-3-nitrobenzoate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
COC(=O)c1ccc(OCC(C)C)c([N+](=O)[O-])c1
desired compound
المردود 87.3%
COC(=O)c1ccc(OCC(C)C)c([N+](=O)[O-])c1
Methyl 4-isobutyloxy-3-nitrobenzoate
المردود 87.3%

المذيبات

ظروف التفاعل

درجة الحرارة
90°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةcooled to room temperature
  2. 2
    ترشيحThe precipitated crystalline product was collected by filtration
  3. 3
    غسيلwashed with water (50 mL)
  4. 4
    أخرىdried for 30 min in air
  5. 5
    غسيلThe dried crystalline product was then washed with hexane (40 mL)
  6. 6
    أخرىdried in air

الإجراء التجريبي

Isobutyl bromide (10.5 mL, 95.8 mmol) was added to a suspension of methyl 4-hydroxy-3-nitrobenzoate (6.26 g, 31.8 mmol) and potassium carbonate (13.2 g, 95.5 mmol) in dry DMF (40 mL). The resulting mixture was stirred at 90° C. for 44 hours and then cooled to room temperature. Subsequently, ice-water (80 mL) was added to the cooled mixture. The precipitated crystalline product was collected by filtration, washed with water (50 mL), and dried for 30 min in air. The dried crystalline product was then washed with hexane (40 mL), and dried in air to give 7.03 g (yield 87%) of the desired compound in the form of a pale orange crystalline product.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07253154B2uspto-grants-2007_08