تفاعل #1517

ord-cac03ebf9c0047c583eb8f2217093891

معادلة التفاعل

Cc1ccc(C(=O)O)cc1
p-toluylic acid
O=C1CCC(=O)N1Br
N-bromosuccinimide
O=C(O)c1ccc(CBr)cc1
4-bromomethylbenzoic acid
المردود 65.3%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىa reaction
  2. 2
    درجة الحرارةunder reflux for 2 hours
  3. 3
    أخرىAfter completion of the reaction
  4. 4
    درجة الحرارةthe reaction mixture was cooled in ice bath
  5. 5
    ترشيحThe deposited crystalline product was collected by filtration, which
  6. 6
    غسيلwas then washed with hexane and water
  7. 7
    أخرىby drying
  8. 8
    أخرىThe resultant crystalline product was recrystallized from ethanol
  9. 9
    أخرىto obtain

الإجراء التجريبي

39.7 g (287 mmol) of p-toluylic acid, 51.2 g (287 mmol) of N-bromosuccinimide and 2.8 g (11.5 mmol) of dibenzoyl peroxide were suspended in 350 ml of carbon tetrachloride. Then, the resultant mixture was heated with vigorously stirring to perform a reaction under reflux for 2 hours. After completion of the reaction, the reaction mixture was cooled in ice bath. The deposited crystalline product was collected by filtration, which was then washed with hexane and water, followed by drying. The resultant crystalline product was recrystallized from ethanol to obtain 40.3 g of 4-bromomethylbenzoic acid as a white needle crystal (isolated yield: 65%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05725798uspto-grants-1998_03