تفاعل #3028

ord-ef6ff2ed718b4bfdb1e48398ec37733b

معادلة التفاعل

Cl
hydrochloric acid
O=[N+]([O-])c1ccc(O)c([N+](=O)[O-])c1
2,4-dinitrophenol
CCCCCCCCCCCCCCCCCCBr
octadecyl bromide
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
CCCCCCCCCCCCCCCCCCOc1ccc([N+](=O)[O-])cc1[N+](=O)[O-]
1-octadecyloxy-2,4-dinitrobenzene
المردود 79.1%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
100°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصextracted with ether
  2. 2
    غسيلThe extracts were washed with water and brine
  3. 3
    تجفيفdried over magnesium sulfate
  4. 4
    أخرىThe solvent was removed
  5. 5
    أخرىthe solid recrystallized

الإجراء التجريبي

A mixture of 2,4-dinitrophenol (85 wt %, 6.72 g, 31 mmol), octadecyl bromide (20.7 g, 62 mmol), sodium carbonate (6.57 g, 62 mmol) and dimethylformamide (31 mL) was heated to 100° C. under a nitrogen atmosphere for 22 h. The cooled mixture was diluted with water (200 mL), acidified with 10N hydrochloric acid (50 mL) and extracted with ether. The extracts were washed with water and brine, and dried over magnesium sulfate. The solvent was removed and the solid recrystallized to give 1-octadecyloxy-2,4-dinitrobenzene (10.7 g, 79%): mp 63.5°-64.0° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05731405uspto-grants-1998_03