Dimethyl Sulfoxide → 1-Naphthaleneacetonitrile, 3-methyl-

HRID 330522Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 330522
[C-:1]#[N:2].[K+].BrC[C:6]1[C:15]([CH3:16])=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=1.[CH3:17]S(C)=O>O>[CH3:16][C:15]1[CH:6]=[C:7]([CH2:17][C:1]#[N:2])[C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][CH:9]=2

Komponenten

5

Edukt 3

HCID 679Dimethyl SulfoxideHCID 9032Potassium CyanideHCID 27530932-(Bromomethyl)-3-methylnaphthalene

Produkt 1

HCID 703577721-Naphthaleneacetonitrile, 3-methyl-Ausbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

KCN (1.81 g, 27.85 mmol) was added to a solution of 2-bromomethyl-3-methylnaphthalene (5.95 g, 25.32 mmol) in 150 mL of DMSO at room temperature. The resulting mixture was stirred 1 hour, diluted with water (175 mL) and stirred another 15 minutes. The resulting precipitate was collected by filtration, washed with water and dried in vacuo to give the desired product (3.71 g g, 81%) of sufficient purity for use in the subsequent reaction.

Aufarbeitung

  1. stirringstirred another 15 minutes
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with water
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-bf3cda173b29432bae3c27bf397bbc7f
Quelldatensatz
uspto-grants-1990_01
Patentnummer
US04897405

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