تفاعل #8495

ord-4debe123c0e647088929ba120d5af46f

معادلة التفاعل

Cl
HCl
N#Cc1ccccc1CCc1ccc(F)cc1
2-[2-(4-fluorophenyl)ethyl]benzonitrile
[Na+].[OH-]
NaOH
O
H2O
O=C(O)c1ccccc1CCc1ccc(F)cc1
2-[2-(4-Fluorophenyl)ethyl]benzoic acid

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwas heated to 190 C for 69 h
  2. 2
    درجة الحرارةto cool
  3. 3
    استخلاصThis mixture was extracted with CHCl3 (1×100 mL)
  4. 4
    غسيلthe organic layer was then washed with H2O (2×50 mL)
  5. 5
    تجفيفThe organic layer was dried (anh. Na2SO4)
  6. 6
    أخرىrotary evaporated (90° C.)

الإجراء التجريبي

A mixture of 2-[2-(4-fluorophenyl)ethyl]benzonitrile (8.03 g, 35.6 mmol, 1 equiv) and aq. NaOH (10N; 16 mL, 160 mmol, 4.5 equiv) in ethylene glycol (100 mL) was heated to 190 C for 69 h. After allowing the reaction mixture to cool, H2O (300 mL) was added, followed by 12N HCl (16 mL). This mixture was extracted with CHCl3 (1×100 mL) and the organic layer was then washed with H2O (2×50 mL). The organic layer was dried (anh. Na2SO4) and rotary evaporated (90° C.). This provided 7.44 g (85.4%) of a light-yellow solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07087765B2uspto-grants-2006_08