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

HRID 1852555
ノート
印刷プレビュー

反応式

HRID 1852555 の反応式
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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
-78 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-134c29f1eba344b3ae090a1fa35d29b2
出典データセット
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08962160B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート