1,2-Dimethoxyethane → Vinyltriphenylamine

HRID 727429Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 727429
[H-].[Na+].CO[CH2:5][CH2:6]OC.[C:9]1([N:15]([C:22]2[CH:29]=[CH:28][C:25](C=O)=[CH:24][CH:23]=2)[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>[Br-].C[P+](C)(C)C.C(O)C>[CH:5]([C:23]1[CH:24]=[CH:25][CH:28]=[CH:29][C:22]=1[N:15]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[CH2:6]

Komponenten

7

Edukt 3

HCID 80711,2-DimethoxyethaneHCID 24758Sodium hydrideHCID 77846Benzaldehyde, 4-(diphenylamino)-

Produkt 1

HCID 22283755Vinyltriphenylamine

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 702EthanolKatalysatorHCID 357594Tetramethylphosphonium bromideKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

14.6 g of sodium hydride and 700 mL of 1,2-dimethoxyethane were placed in a three-neck flask, and while stirring at room temperature, 130.8 g of tetramethylphosphonium bromide was added. After adding one drop of anhydrous ethanol, the mixture was reacted for 4 hours at 70° C. Then 100 g of 4-(N, N-diphenylamino)benzaldehyde was added, the temperature was raised to 70° C., and the mixture was reacted for 5 hours. The solution was filtered, and an ether extract of the precipitate and the filtrate were washed in water. Next, the ether solution was dehydrated with calcium chloride, the ether was removed, and the crude product was obtained. Vinyltriphenylamine was obtained as lemon yellow needles upon recrystalization from ethanol. The yield was 83.4 g (84.0%).

Aufarbeitung

  1. customthe mixture was reacted for 4 hours at 70° C
  2. temperaturethe temperature was raised to 70° C.
  3. customthe mixture was reacted for 5 hours
  4. filtrationThe solution was filtered
  5. extractionan ether extract of the precipitate
  6. washthe filtrate were washed in water
  7. customthe ether was removed
  8. customthe crude product was obtained

Quellen und Nachweise

ORD-Eintrag
ord-81fb856ce0ad449e94febb5b56fea5b1
Quelldatensatz
uspto-grants-1998_01
Patentnummer
US05712360

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