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Oxygen → 2,7Dibromofluorenone

HRID 489497
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HRID 489497 반응식
[O:1]=O.[Br:3][C:4]1[CH:16]=[CH:15][C:14]2[C:13]3[C:8](=[CH:9][C:10]([Br:17])=[CH:11][CH:12]=3)[CH2:7][C:6]=2[CH:5]=1.[OH-].[Na+]>[Br-].[NH4+].[NH4+].[NH4+].[NH4+].[Br-].[Br-].[Br-].C1(C)C=CC=CC=1>[Br:3][C:4]1[C:5](=[O:1])[C:6]2[C:14](=[CH:15][CH:16]=1)[C:13]1[C:8](=[CH:9][C:10]([Br:17])=[CH:11][CH:12]=1)[CH:7]=2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 977OxygenHCID 14798Sodium HydroxideHCID 1400732,7-Dibromofluorene

생성물 1

HCID 534201032,7Dibromofluorenone수율 85.3%

시약·촉매·용매 2

HCID 22266889Tetraammonium bromide촉매HCID 1140Toluene용매

실험 절차

Into a three-necked, 300-mL flask equipped with a stirrer, a molecular-oxygen-containing gas (air) inlet tube and a gas outlet tube (fitted with a condenser), 2,7-dibromofluorene (9.30 g, 0.029 mol) was charged, followed by its dissolution with toluene (100 g). Subsequent to addition of tetraammonium bromide (0.24 g) and a 48% aqueous solution of sodium hydroxide (2.66 g), the resulting mixture was vigorously stirred at 60° C. for 2 hours while introducing air at a flow rate of 0.2 L/min. After completion of the stirring, the reaction mixture was allowed to stand, and the resulting toluene layer was collected. The toluene layer was then subjected to acid washing, followed by water washing until its pH arose to 7. Toluene was then distilled off to recover crude crystals of 2,7-dibromofluorenone. The content of 2,7-dibromofluorene in the crude crystals at that time was 0%. Those crude crystals were recrystallized from N,N′-dimethylformamide (15 g) to afford 2,7-dibromofluorenone as yellow crystals (7.86 g).

후처리

  1. customInto a three-necked, 300-mL flask equipped with a stirrer
  2. additionwas charged
  3. additionwhile introducing air at a flow rate of 0.2 L/min
  4. customthe resulting toluene layer was collected
  5. washwashing
  6. distillationToluene was then distilled off
  7. customto recover crude crystals of 2,7-dibromofluorenone
  8. customThose crude crystals were recrystallized from N,N′-dimethylformamide (15 g)

출처 및 근거

ORD 기록
ord-98d46b0ae0c745e3bebce9516f776309
출처 데이터셋
uspto-grants-2005_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06977313B2

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