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

HRID 421526

반응식

HRID 421526 반응식
[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

참가 물질

4

반응물 2

HCID 2210132-BromoanthraquinoneHCID 178506676HCID 178506676, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-09a6c3e4c72b494db0f5e6aefb37dc43
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08101289B2

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