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Water → 5,6-Bis(4-bromophenyl)-2,2'-bipyridine

HRID 2098421
ノート
印刷プレビュー

反応式

HRID 2098421 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=3)N=N[C:13]=2[C:14]2[CH:19]=[CH:18][C:17]([Br:20])=[CH:16][CH:15]=2)=[CH:4][CH:3]=1.[CH:27]12CC(C=C1)C=[CH:28]2.C1(C)C(C)=CC=CC=1.O>C1(C)C=CC=CC=1>[Br:20][C:17]1[CH:18]=[CH:19][C:14]([C:13]2[CH:27]=[CH:28][C:10]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=3)=[N:9][C:8]=2[C:5]2[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][CH:4]=2)=[CH:15][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

6

反応物 4

HCID 962WaterHCID 7237O-XyleneHCID 8473NorbornadieneHCID 579585455,6-Bis(4-bromophenyl)-3-(2-pyridyl)-1,2,4-triazine

生成物 1

HCID 579585085,6-Bis(4-bromophenyl)-2,2'-bipyridine収率 59.6%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
140 °C

実験手順

In a 500 mL three-neck flask were put 13 g (27 mmol) of 5,6-bis(4-bromophenyl)-3-(2-pyridyl)-1,2,4-triazine, 9.0 mL (83 mmol) of 2,5-Norbornadiene, and 150 mL of xylene. This mixture was refluxed at 140° C. for 5 hours under a nitrogen stream. After a certain time, water was added to the mixture, and an aqueous layer was extracted with toluene. The extract was washed with a saturated saline together with the organic layer, and the organic layer was then dried with magnesium sulfate. The mixture was subjected to gravity filtration, and the obtained filtrate was concentrated to give a solid. The solid was refined with silica gel column chromatography (toluene), so that a target substance, 7.5 g of light-yellow powder was obtained in a yield of 59%.

後処理

  1. customIn a 500 mL three-neck flask were put
  2. extractionan aqueous layer was extracted with toluene
  3. washThe extract was washed with a saturated saline together with the organic layer
  4. dry with materialthe organic layer was then dried with magnesium sulfate
  5. filtrationThe mixture was subjected to gravity filtration
  6. concentrationthe obtained filtrate was concentrated
  7. customto give a solid

出典と根拠

ORDレコード
ord-6906408342294c439d329fe145bd1c83
出典データセット
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08450485B2

反応ノート

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