تفاعل #2439931

ord-9c4abf5b81b6451b9188e9efe6fb1ae5

معادلة التفاعل

O=C1C(Br)=CC=C2C1=Cc1cc(Br)ccc12
2,7-dibromofluorenone
CC(=O)O
acetic acid
Brc1ccc2c(c1)C1(c3ccccc3-c3ccccc31)c1cc(Br)ccc1-2
2,7-dibromo-9,9′-spirobifluorene
المردود 60.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.DISTILLATIONEther is distilled away under reduced pressure
  2. 2
    workup.ADDITIONby adding
  3. 3
    درجة الحرارةThereafter, the solution is refluxed for 1 hr
  4. 4
    ترشيحby filtering precipitate by suction
  5. 5
    غسيلby washing with water
  6. 6
    أخرىrecrystallizing with methanol

الإجراء التجريبي

According to a method similar to that of synthesis example 3, 2,7-dibromofluorenone (0.1 mol) and 2-biphenyl magnesium bromide are agitated in ether for 3 hr, followed by cooling to room temperature, further followed by slowly adding 50 ml of acetic acid. Ether is distilled away under reduced pressure, followed by adding thereto substantially 5 ml of HCl. Thereafter, the solution is refluxed for 1 hr, followed by filtering precipitate by suction, further followed by washing with water and recrystallizing with methanol. Thereby, 2,7-dibromo-9,9′-spirobifluorene is obtained (yield: 60%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07749618B2uspto-grants-2010_07