Ammonium thiocyanate → (4-Ethenylphenyl)methyl thiocyanate

HRID 1744995

Reaktionsgleichung

Reaktionsgleichung von HRID 1744995
[S-:1][C:2]#[N:3].[NH4+].[CH:5]([C:7]1[CH:14]=[CH:13][C:10]([CH2:11]Cl)=[CH:9][CH:8]=1)=[CH2:6]>CC(C)=O>[CH:5]([C:7]1[CH:14]=[CH:13][C:10]([CH2:11][S:1][C:2]#[N:3])=[CH:9][CH:8]=1)=[CH2:6]

Komponenten

4

Edukt 2

HCID 15666Ammonium thiocyanateHCID 74126p-Vinylbenzyl chloride

Produkt 1

HCID 15217596(4-Ethenylphenyl)methyl thiocyanateAusbeute 59,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

Ammonium thiocyanate (2 equiv., 43 g, 0.50 mol) was dissolved in acetone (200 ml) and 4-vinylbenzyl chloride (43 g, 0.25 mol) was added to the reaction flask. The mixture was stirred at room temperature overnight. The reaction mixture was filtered and acetone removed under reduced pressure. The resulting product was dissolved in hexane, filtered, and the solvent removed under reduced pressure. The monomer was isolated as a red-orange, slightly viscous liquid (26 g, yield 52%). 1H NMR (CDCl3) δ (ppm) 4.13 (s, 2H), 5.29 (d, 1H), 5.76 (d, 1H), 6.67 (dd, 1H), 7.31 (m, 4H).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. customacetone removed under reduced pressure
  3. dissolutionThe resulting product was dissolved in hexane
  4. filtrationfiltered
  5. customthe solvent removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c9b4b21ea8d046b6b4d21f6947bfff17
Quelldatensatz
uspto-grants-2006_03
Patentnummer
US07019096B2

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