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Potassium Carbonate → 1,2-Bis-(3,4-dicyanophenoxy)-3,5-ditertiarybutylbenzene

HRID 1488752
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1488752
[N+]([C:4]1[CH:5]=[C:6]([C:12]#[N:13])[C:7](=[CH:10][CH:11]=1)[C:8]#[N:9])([O-])=O.[C:14]([C:18]1[CH:24]=[C:23]([C:25]([CH3:28])([CH3:27])[CH3:26])[CH:22]=[C:20]([OH:21])[C:19]=1O)([CH3:17])([CH3:16])[CH3:15].[C:30](=[O:33])([O-])[O-].[K+].[K+]>CS(C)=O>[C:12]([C:6]1[CH:5]=[C:4]([CH:11]=[CH:10][C:7]=1[C:8]#[N:9])[O:21][C:20]1[CH:19]=[C:18]([C:14]([CH3:17])([CH3:16])[CH3:15])[CH:24]=[C:23]([C:25]([CH3:28])([CH3:27])[CH3:26])[C:22]=1[O:33][C:30]1[CH:11]=[CH:10][C:7]([C:8]#[N:9])=[C:6]([C:12]#[N:13])[CH:5]=1)#[N:13]
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Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 660993,5-Di-tert-butylcatecholHCID 974431,2-Benzenedicarbonitrile, 4-nitro-

Produkt 1

HCID 229064391,2-Bis-(3,4-dicyanophenoxy)-3,5-ditertiarybutylbenzeneAusbeute 86,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

3.60 g (0.02 moles plus 0.14 g excess) of 4-nitrophthalonitrile was dissolved in 50 ml anhydrous DMSO in a 100 ml three-necked flask fitted with a magnetic stirrer bar, nitrogen-gas inlet and thermometer. 2.22 g (0.01 moles) of 3,5-ditertiarybutylcatechol (supplied by Fluka) was added to the mixture followed by 5 g of anhydrous potassium carbonate. The mixture was stirred at room temperature for 24 hours and the mixture was precipitated into 400 ml water. The white solid product was washed three times with water and a further three times with methanol to yield 4.70 g (99.1% of theoretical yield) of a snow-white product which was further recrystallized from acetonitrile to yield 4.1 g of product with the formula: ##STR10## The melting point of this product was 247°-248° C. The elemental analysis for C30H26N4O2 was calc.: C, 75.94%; H, 5.48%; N, 11.81%; found: C, 76.07%; H, 5.51%; N, 11.86%.

Aufarbeitung

  1. customfitted with a magnetic stirrer bar, nitrogen-gas inlet
  2. customthe mixture was precipitated into 400 ml water
  3. washThe white solid product was washed three times with water
  4. customa further three times with methanol to yield
  5. custom4.70 g (99.1% of theoretical yield) of a snow-white product which
  6. customwas further recrystallized from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-be28ae702fae47178306f2ee77b55233
Quelldatensatz
uspto-grants-1997_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05675020

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