Dimethyl Sulfoxide → [(4-Ethenylphenyl)methyl](methyl)propanedinitrile

HRID 11974

Reaktionsgleichung

Reaktionsgleichung von HRID 11974
C([N:3]([CH2:6][CH3:7])CC)C.[CH:8]([C:10]1[CH:17]=[CH:16][C:13]([CH2:14]Cl)=[CH:12][CH:11]=1)=[CH2:9].CC(CC#N)(O)[C:20]#[N:21].[CH3:26]S(C)=O>O>[C:20]([C:7]([C:6]#[N:3])([CH3:26])[CH2:14][C:13]1[CH:16]=[CH:17][C:10]([CH:8]=[CH2:9])=[CH:11][CH:12]=1)#[N:21]

Komponenten

6

Edukt 4

HCID 679Dimethyl SulfoxideHCID 8471TriethylamineHCID 74126p-Vinylbenzyl chlorideHCID 57349445Propanedinitrile,2-methyl-

Produkt 1

HCID 71402933[(4-Ethenylphenyl)methyl](methyl)propanedinitrileAusbeute 64 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A sample (2.53 g) of triethylamine (25 mmol) was added dropwise to a mixture of 4.01 g 4-vinylbenzyl chloride (25 mmol), 2.00 g monomethyl malonitrile (25 mmol), and 15 mL DMSO at room temperature. The mixture was stirred at room temperature for 17 hours then poured into 100 mL water. A pink solid precipitated and was filtered. The solid was recrystallized from a mixture of methanol and water to give 3.141 g (64%) of pinkish crystals.

Aufarbeitung

  1. customA pink solid precipitated
  2. filtrationwas filtered
  3. customThe solid was recrystallized from a mixture of methanol and water

Quellen und Nachweise

ORD-Eintrag
ord-ca7f67dfd1304f62a578fc6a4b55c45f
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07098525B2

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