Sodium Hydroxide → 9,9-Bis(4-pyridinylmethyl)-2-methylfluorene

HRID 1648146

Reaktionsgleichung

Reaktionsgleichung von HRID 1648146
[CH3:1][C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[CH2:5][C:4]=2[CH:3]=1.Cl.[N:16]1[CH:21]=[CH:20][C:19]([CH2:22]Cl)=[CH:18][CH:17]=1.[OH-].[Na+]>C1(C)C=CC=CC=1>[N:16]1[CH:21]=[CH:20][C:19]([CH2:22][C:5]2([CH2:22][C:19]3[CH:20]=[CH:21][N:16]=[CH:17][CH:18]=3)[C:4]3[CH:3]=[C:2]([CH3:1])[CH:14]=[CH:13][C:12]=3[C:11]3[C:6]2=[CH:7][CH:8]=[CH:9][CH:10]=3)=[CH:18][CH:17]=1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 150262-MethylfluoreneHCID 745704-(Chloromethyl)pyridinium chloride

Produkt 1

HCID 149415709,9-Bis(4-pyridinylmethyl)-2-methylfluorene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

The title compound was prepared following the procedure of Example 5 from 0.95 g of 2-methylfluorene, 2.17 g of 4-picolylchloride hydrochloride, 50 mg of cetyl(Bu)3PBr, 30 ml toluene, and 5 ml 50% NaOH by reaction at 50° for 6 hrs. The material was chromatographed to yield 0.2 g product. NMR (CDCl3, 200 MHz) δ: 2.47(s,3H), 3.37(s,4H), 6.49(d,J=5.3 Hz,4H), 7.03-7.45(arom.H), 8.09(d,4H). HRMS calculated for C26H22N2 : 362.1783 Found: 362.1778

Aufarbeitung

  1. customby reaction at 50° for 6 hrs
  2. customThe material was chromatographed

Quellen und Nachweise

ORD-Eintrag
ord-37333062a4d341f784328f46ee2b1616
Quelldatensatz
uspto-grants-1995_07
Patentnummer
US05434264

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