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Boron tribromide → 6-(Pyren-1-yl)biphenyl-3-ol

HRID 1852555
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HRID 1852555 반응식
C[O:2][C:3]1[CH:4]=[CH:5][C:6]([C:15]2[C:28]3[C:29]4=[C:30]5[C:25](=[CH:26][CH:27]=3)[CH:24]=[CH:23][CH:22]=[C:21]5[CH:20]=[CH:19][C:18]4=[CH:17][CH:16]=2)=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:8]=1.B(Br)(Br)Br>ClCCl>[C:15]1([C:6]2[C:7]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)=[CH:8][C:3]([OH:2])=[CH:4][CH:5]=2)[C:28]2[C:29]3=[C:30]4[C:25](=[CH:26][CH:27]=2)[CH:24]=[CH:23][CH:22]=[C:21]4[CH:20]=[CH:19][C:18]3=[CH:17][CH:16]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 867236161-(5-Methoxybiphenyl-2-yl)pyrene

생성물 1

HCID 867236176-(Pyren-1-yl)biphenyl-3-ol수율 91%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
-78 °C

실험 절차

In a 1000 ml three-necked flask that had been degassed and filled with nitrogen, 12.4 g (32.2 mmol) of 1-(5-methoxybiphenyl-2-yl)pyrene was dissolved in anhydrous dichloromethane (200 ml), the solution was cooled to −78° C., and 24.2 g (96.6 mmol) boron tribromide was added slowly. The solution was warmed to room temperature and stirred overnight. 200 g Ice was carefully added to quench unreacted boron tribromide. The organic layer was extracted with dichloromethane and water, dried with anhydrous magnesium sulfate, the solvent was removed to give product 10.8 g (91%).

후처리

  1. customIn a 1000 ml three-necked flask that had been degassed
  2. temperatureThe solution was warmed to room temperature
  3. customto quench unreacted boron tribromide
  4. extractionThe organic layer was extracted with dichloromethane and water
  5. dry with materialdried with anhydrous magnesium sulfate
  6. customthe solvent was removed

출처 및 근거

ORD 기록
ord-134c29f1eba344b3ae090a1fa35d29b2
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08962160B2

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