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Sodium Carbonate → HCID 86084118, Verbindung

HRID 1882349
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1882349
[C:1]1([C:11]2[CH:16]=[CH:15][C:14](B(O)O)=[CH:13][CH:12]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.Br[C:21]1[C:34]2[C:35]3=[C:36]4[C:31](=[CH:32][CH:33]=2)[CH:30]=[CH:29][CH:28]=[C:27]4[CH:26]=[CH:25][C:24]3=[CH:23][CH:22]=1.C(=O)([O-])[O-].[Na+].[Na+]>C(COC)OC>[C:1]1([C:11]2[CH:16]=[CH:15][C:14]([C:28]3[C:27]4[C:36]5=[C:35]6[C:24](=[CH:25][CH:26]=4)[CH:23]=[CH:22][CH:21]=[C:34]6[CH:33]=[CH:32][C:31]5=[CH:30][CH:29]=3)=[CH:13][CH:12]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1
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Komponenten

5

Edukt 3

HCID 10340Sodium CarbonateHCID 1596271-BromopyreneHCID 441193994-(1-Naphthyl)phenylboronic Acid (contains varying amounts of Anhydride)

Produkt 1

HCID 86084118HCID 86084118, VerbindungAusbeute 99,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 80711,2-DimethoxyethaneLösungsmittel

Versuchsvorschrift

7.4 g of 4-(naphthalene-1-yl)phenyl boronic acid prepared by a well known method and 7.0 g of conventional 1-bromopyrene were dissolved in 80 ml of dimethoxyethane (DME). Subsequently, 0.58 g of tetrakistriphenylphosphine palladium and 40 ml of 2M-sodium carbonate aqueous solution were added therein, followed by argon displacement. After heating and refluxing over 8 hours, it was stood to cool and then an organic layer was extracted therefrom by toluene. The organic layer was washed by saturated salt water, followed by drying through anhydrous sodium sulfate, and then the organic solvent was removed by an evaporator. The residue was refined through a silica gel chromatography (a developing solvent: toluene) and then 10.0 g of 1-(4-naphthalene-1-yl-phenyl)pyrene was obtained. (yield: 99%)

Aufarbeitung

  1. temperatureAfter heating
  2. temperaturerefluxing over 8 hours
  3. temperatureto cool
  4. extractionan organic layer was extracted
  5. washThe organic layer was washed by saturated salt water
  6. dry with materialby drying through anhydrous sodium sulfate
  7. customthe organic solvent was removed by an evaporator

Quellen und Nachweise

ORD-Eintrag
ord-a82deb956ab14a7e930b1a817e77d010
Quelldatensatz
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08318995B2

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