2-Bromoanthraquinone → 2-Bromo-9,10-diphenyl-9,10-dihydroanthracene-9,10-diol

HRID 421526

反応式

HRID 421526 の反応式
[Br:1][C:2]1[CH:15]=[CH:14][C:13]2[C:12](=[O:16])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5](=[O:17])[C:4]=2[CH:3]=1.[C:18]1([Li])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>O1CCCC1>[Br:1][C:2]1[CH:15]=[CH:14][C:13]2[C:12]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)([OH:16])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]([C:2]3[CH:15]=[CH:14][CH:13]=[CH:4][CH:3]=3)([OH:17])[C:4]=2[CH:3]=1

参加物

4

反応物 2

HCID 2210132-BromoanthraquinoneHCID 178506676HCID 178506676、化合物

生成物 1

HCID 231602182-Bromo-9,10-diphenyl-9,10-dihydroanthracene-9,10-diol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Into a 300 mL three-neck flask was put 4.9 g (17 mmol) of 2-bromo-9,10-anthraquinone, the atmosphere in the flask was substituted with nitrogen, and 100 mL of tetrahydrofuran (THF) was added thereto and dissolved well. Then, 18 mL (37 mmol) of phenyllithium was dropped into this solution, followed by stirring at room temperature for about 12 hours. After the reaction, the solution was washed with water, and an aqueous layer was extracted with ethyl acetate. The extract was combined with an organic layer to be dried with magnesium sulfate. After the drying, the mixture was suction filtered, and the filtrate was concentrated to give 2-bromo-9,10-diphenyl-9,10-dihydroanthracene-9,10-diol, which was the object of the synthesis (about 7.6 g).

後処理

  1. customInto a 300 mL three-neck flask was put
  2. additionwas added
  3. dissolutiondissolved well
  4. customAfter the reaction
  5. washthe solution was washed with water
  6. extractionan aqueous layer was extracted with ethyl acetate
  7. dry with materialto be dried with magnesium sulfate
  8. filtrationfiltered
  9. concentrationthe filtrate was concentrated

出典と根拠

ORDレコード
ord-09a6c3e4c72b494db0f5e6aefb37dc43
出典データセット
uspto-grants-2012_01
特許番号
US08101289B2

関連ノート

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