Carbon Tetrachloride → 9-Bromo-10-phenyl-anthracene

HRID 535235

반응식

HRID 535235 반응식
[C:1]1([C:7]2[C:8]3[C:13]([CH:14]=[C:15]4[C:20]=2[CH:19]=[CH:18][CH:17]=[CH:16]4)=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(Cl)(Cl)(Cl)Cl.[Br:26]Br.S([O-])([O-])(=O)=S.[Na+].[Na+]>CO>[Br:26][C:14]1[C:15]2[C:20]([C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[C:8]3[C:13]=1[CH:12]=[CH:11][CH:10]=[CH:9]3)=[CH:19][CH:18]=[CH:17][CH:16]=2

참가 물질

6

반응물 4

HCID 5943Carbon Tetrachloride2회HCID 117669-PhenylanthraceneHCID 24408BromineHCID 24477Sodium Thiosulfate

생성물 1

HCID 41558369-Bromo-10-phenyl-anthracene

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

In a 300 mL three-neck flask, 5.8 g (23 mmol) of 9-phenylanthracene and 100 mL of carbon tetrachloride were placed. Then, 30 mL of a carbon tetrachloride solution containing 4.0 g (25 mmol) of bromine was dripped into the mixture under nitrogen stream. After dripping, the solution was stirred for 12 hours at room temperature. After a certain period, 100 mL of a 1.0 M sodium thiosulfate solution was added and stirred for 1 hour, and an aqueous layer of the mixture was extracted with chloroform. The obtained extracted solution and the organic layer were combined and washed with a 0.10 M sodium thiosulfate solution, a saturated aqueous solution of sodium hydrogen carbonate, and saturated saline in this order, and then, the organic layer was dried with magnesium sulfate. The mixture was gravity filtered, and the obtained filtrate was condensed to give a solid. A toluene solution of the solid was subjected to suction filtration through Celite (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 531-16855), Florisil (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 540-00135), and alumina, and the filtrate was condensed to give a solid. Methanol was added to the solid, and this suspension was irradiated with ultrasonic waves. Then, 6.4 g of a solid substance, which was target pale yellow powder, was obtained by suction filtration in a yield of 84%.

후처리

  1. waitAfter a certain period
  2. stirringstirred for 1 hour
  3. extractionan aqueous layer of the mixture was extracted with chloroform
  4. extractionThe obtained extracted solution
  5. washwashed with a 0.10 M sodium thiosulfate solution
  6. dry with materiala saturated aqueous solution of sodium hydrogen carbonate, and saturated saline in this order, and then, the organic layer was dried with magnesium sulfate
  7. filtrationfiltered
  8. customcondensed
  9. customto give a solid
  10. filtrationA toluene solution of the solid was subjected to suction filtration through Celite (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 531-16855), Florisil (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 540-00135), and alumina
  11. customcondensed
  12. customto give a solid
  13. customthis suspension was irradiated with ultrasonic waves
  14. customwas obtained by suction filtration in a yield of 84%

출처 및 근거

ORD 기록
ord-bf035b40aaba4cc38bb7e5d6d9711d46
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08859108B2

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