Sodium Cyanide → 1-Cyanomethyl-3-methyl-4-phenylthiobenzene

HRID 37152Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 37152
Cl[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([S:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[C:5]([CH3:16])[CH:4]=1.[C-:17]#[N:18].[Na+]>CN(C)C=O.[Cl-].[Na+].O>[C:17]([CH2:2][C:3]1[CH:8]=[CH:7][C:6]([S:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[C:5]([CH3:16])[CH:4]=1)#[N:18]

Komponenten

5

Edukt 2

HCID 8929Sodium CyanideHCID 199346681-Chloromethyl-3-methyl-4-phenylthiobenzene

Produkt 1

HCID 199346671-Cyanomethyl-3-methyl-4-phenylthiobenzene

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

Thus obtained 1-chloromethyl-3-methyl-4-phenylthiobenzene was dissolved in 56 ml of N,N-dimethylformamide, and 18.16 g of finely ground sodium cyanide was added, and the mixture was stirred overnight at room temperature. After adding 300 ml of saturated brine and 300 ml of ice water to the reaction mixture, it was extracted with ethyl acetate (300 ml×3). The extract was washed with saturated brine (200 ml×3), and dried with anhydrous sodium sulfate, concentrated in vacuo, and 1-cyanomethyl-3-methyl-4-phenylthiobenzene was obtained (45.95 g).

Aufarbeitung

  1. extractionwas extracted with ethyl acetate (300 ml×3)
  2. washThe extract was washed with saturated brine (200 ml×3)
  3. dry with materialdried with anhydrous sodium sulfate
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-8921fb5be03740e0b38ffc31f96ed2a5
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05420128

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