Ammonium Acetate → 2-[4-[2-[4-[2-(4-dibutylaminophenyl)vinyl]phenyl]vinyl]-3-cyano-5,5-dimethyl-2(5H)-furanylidene]propanedinitrile

HRID 85345Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 85345
[CH2:1]([N:5]([CH2:22][CH2:23][CH2:24][CH3:25])[C:6]1[CH:11]=[CH:10][C:9]([CH:12]=[CH:13][C:14]2[CH:21]=[CH:20][C:17]([CH:18]=O)=[CH:16][CH:15]=2)=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4].[C:26]([C:28]1[C:29](=[C:36]([C:39]#[N:40])[C:37]#[N:38])[O:30][C:31]([CH3:35])([CH3:34])[C:32]=1[CH3:33])#[N:27].C([O-])(=O)C.[NH4+]>C(O)C.O1CCCC1>[CH2:22]([N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[C:6]1[CH:11]=[CH:10][C:9]([CH:12]=[CH:13][C:14]2[CH:21]=[CH:20][C:17]([CH:18]=[CH:33][C:32]3[C:31]([CH3:34])([CH3:35])[O:30][C:29](=[C:36]([C:37]#[N:38])[C:39]#[N:40])[C:28]=3[C:26]#[N:27])=[CH:16][CH:15]=2)=[CH:8][CH:7]=1)[CH2:23][CH2:24][CH3:25]

Komponenten

5

Edukt 3

HCID 517165Ammonium AcetateHCID 99903452-[3-Cyano-4,5,5-trimethylfuran-2(5H)-ylidene]malononitrileHCID 713628364-{2-[4-(Dibutylamino)phenyl]ethenyl}benzaldehyde

Produkt 1

HCID 866676192-[4-[2-[4-[2-(4-dibutylaminophenyl)vinyl]phenyl]vinyl]-3-cyano-5,5-dimethyl-2(5H)-furanylidene]propanedinitrileAusbeute 88,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21873804Tetrahydrofuran ethanolLösungsmittel

Versuchsvorschrift

In an ethanol/tetrahydrofuran mixed solvent were dissolved 180 mg (0.54 mmol) of 4-[2-(4-dibutylaminophenyl)vinyl]benzaldehyde and 118 mg (0.59 mmol) of 2-(3-cyano-4,5,5-trimethyl-2(5H)-furanylidene]propanedinitrile. To this mixture, 46 mg (0.60 mmol) of ammonium acetate was added, and the mixture was stirred at room temperature. The solvent was evaporated off. The residue was purified by silica gel column chromatography and washed with ethanol to give 245 mg of a black crystal having a mp of 224-226° C. (yield: 88.4%).

Aufarbeitung

  1. customThe solvent was evaporated off
  2. customThe residue was purified by silica gel column chromatography
  3. washwashed with ethanol

Quellen und Nachweise

ORD-Eintrag
ord-7ddb6889c2c2477bab4b2342a2c7185d
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846955B2

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