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Sodium Thiosulfate → 2-(10-Bromoanthracen-9-yl)triphenylene

HRID 2179862
ノート
印刷プレビュー

反応式

HRID 2179862 の反応式
[CH:1]1[C:14]2[C:5](=[CH:6][C:7]3[C:12]([C:13]=2[C:15]2[CH:32]=[CH:31][C:30]4[C:29]5[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=5)[C:23]5[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=5)[C:17]=4[CH:16]=2)=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][CH:2]=1.[Br:33]N1C(=O)CCC1=O.S([O-])([O-])(=O)=S.[Na+].[Na+]>II.C1COCC1>[Br:33][C:6]1[C:5]2[C:14](=[CH:1][CH:2]=[CH:3][CH:4]=2)[C:13]([C:15]2[CH:32]=[CH:31][C:30]3[C:29]4[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=4)[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[C:17]=3[CH:16]=2)=[C:12]2[C:7]=1[CH:8]=[CH:9][CH:10]=[CH:11]2
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 24477Sodium ThiosulfateHCID 67184N-bromobutanimideHCID 867013572-(Anthracen-9-yl)triphenylene

生成物 1

HCID 867013582-(10-Bromoanthracen-9-yl)triphenylene収率 88.8%

試薬・触媒・溶媒 2

HCID 807Iodine触媒HCID 8028Tetrahydrofuran
溶媒

実験手順

Under the nitrogen atmosphere, 2-(anthracen-9-yl)triphenylene (3.3 g) as the eleventh intermediate compound, N-bromosuccinimide (NBS) (1.7 g), iodine (0.1 g) and THF (25 ml) were added to a flask, and stirred at room temperature for 5 hours. An aqueous solution of sodium thiosulfate was added and the reaction was terminated. The precipitates were collected by suction filtration. The obtained solid was washed with methanol and subsequently with heptane and purified by silica gel column chromatography (solvent: toluene) to give 2-(10-bromoanthracen-9-yl)triphenylene (3.5 g) as a twelfth intermediate compound. The scheme is shown in the following “Reaction 22”.

後処理

  1. customthe reaction was terminated
  2. filtrationThe precipitates were collected by suction filtration
  3. washThe obtained solid was washed with methanol and subsequently with heptane
  4. custompurified by silica gel column chromatography (solvent: toluene)

出典と根拠

ORDレコード
ord-be85ceab0e8c4df4bde8abdf2f5fa34d
出典データセット
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09070885B2

反応ノート

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