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Sodium Thiosulfate → 2-(10-Bromoanthracen-9-yl)triphenylene

HRID 2179862
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2179862
[CH:1]1[C:14]2[C:5](=[CH:6][C:7]3[C:12]([C:13]=2[C:15]2[CH:32]=[CH:31][C:30]4[C:29]5[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=5)[C:23]5[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=5)[C:17]=4[CH:16]=2)=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][CH:2]=1.[Br:33]N1C(=O)CCC1=O.S([O-])([O-])(=O)=S.[Na+].[Na+]>II.C1COCC1>[Br:33][C:6]1[C:5]2[C:14](=[CH:1][CH:2]=[CH:3][CH:4]=2)[C:13]([C:15]2[CH:32]=[CH:31][C:30]3[C:29]4[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=4)[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[C:17]=3[CH:16]=2)=[C:12]2[C:7]=1[CH:8]=[CH:9][CH:10]=[CH:11]2
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 24477Sodium ThiosulfateHCID 67184N-bromobutanimideHCID 867013572-(Anthracen-9-yl)triphenylene

Produkt 1

HCID 867013582-(10-Bromoanthracen-9-yl)triphenyleneAusbeute 88,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 807IodineKatalysator
HCID 8028
Tetrahydrofuran
Lösungsmittel

Versuchsvorschrift

Under the nitrogen atmosphere, 2-(anthracen-9-yl)triphenylene (3.3 g) as the eleventh intermediate compound, N-bromosuccinimide (NBS) (1.7 g), iodine (0.1 g) and THF (25 ml) were added to a flask, and stirred at room temperature for 5 hours. An aqueous solution of sodium thiosulfate was added and the reaction was terminated. The precipitates were collected by suction filtration. The obtained solid was washed with methanol and subsequently with heptane and purified by silica gel column chromatography (solvent: toluene) to give 2-(10-bromoanthracen-9-yl)triphenylene (3.5 g) as a twelfth intermediate compound. The scheme is shown in the following “Reaction 22”.

Aufarbeitung

  1. customthe reaction was terminated
  2. filtrationThe precipitates were collected by suction filtration
  3. washThe obtained solid was washed with methanol and subsequently with heptane
  4. custompurified by silica gel column chromatography (solvent: toluene)

Quellen und Nachweise

ORD-Eintrag
ord-be85ceab0e8c4df4bde8abdf2f5fa34d
Quelldatensatz
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09070885B2

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