2,7-Dibromo-9-fluorenone → 9-(2-Biphenylyl)-2,7-dibromo-9-fluorenol

HRID 1160981

Reaktionsgleichung

Reaktionsgleichung von HRID 1160981
[Br:1][C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6](=[CH:7][C:8]([Br:15])=[CH:9][CH:10]=3)[C:5](=[O:16])[C:4]=2[CH:3]=1>C(OCC)C>[C:11]1([C:12]2[CH:4]=[CH:3][CH:2]=[CH:14][CH:13]=2)[CH:6]=[CH:7][CH:8]=[CH:9][C:10]=1[C:5]1([OH:16])[C:4]2[CH:3]=[C:2]([Br:1])[CH:14]=[CH:13][C:12]=2[C:11]2[C:6]1=[CH:7][C:8]([Br:15])=[CH:9][CH:10]=2

Komponenten

3

Edukt 1

HCID 2599222,7-Dibromo-9-fluorenone

Produkt 1

HCID 220160479-(2-Biphenylyl)-2,7-dibromo-9-fluorenolAusbeute 198,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

15.2 g (45 mmol) of 2,7-dibromo-9-fluorenone was put in a 100 mL three-necked flask, and nitrogen substitution was conducted. 40 mL of diethyl ether was added. The Grignard reagent above was transferred into a dropping funnel by a cannula so as not to expose it to the atmosphere, and was added dropwise into the mixture. The mixture was refluxed at 50° C. After the reaction, the solution was washed with water. Then the aqueous layer was extracted with ethyl acetate and combined with the organic layer. The layers were washed with a saturated saline solution, then dried with magnesium sulfate. Filtration and concentration were carried out, and 22 g of 9-(biphenyl-2-yl)-2,7-dibromo-9-fluorenol was obtained as a white solid, in a yield of 90%.

Aufarbeitung

  1. additionwas added dropwise into the mixture
  2. customAfter the reaction
  3. washthe solution was washed with water
  4. extractionThen the aqueous layer was extracted with ethyl acetate
  5. washThe layers were washed with a saturated saline solution
  6. dry with materialdried with magnesium sulfate
  7. filtrationFiltration and concentration

Quellen und Nachweise

ORD-Eintrag
ord-7d33e105262d4616b2243ceaa7b99bc3
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07816668B2

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