3-Bromo-7-methyl-1-benzothiophene → 3-Cyano-7-methylbenzo[b]thiophene

HRID 649013Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 649013
Br[C:2]1[C:3]2[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:4]=2[S:5][CH:6]=1.[C:12]([Cu])#[N:13]>N1C=CC=CC=1>[C:12]([C:2]1[C:3]2[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:4]=2[S:5][CH:6]=1)#[N:13]

Komponenten

4

Edukt 2

HCID 6150893-Bromo-7-methyl-1-benzothiopheneHCID 178418546HCID 178418546, Verbindung

Produkt 1

HCID 147804933-Cyano-7-methylbenzo[b]thiophene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

3 g of 3-bromo-7-methylbenzo[b]thiophene and 1.1 g CuCN are dissolved in dry pyridine and heated at 220° in an autoclave for 12 hours. The mixture is cooled, concentrated, the residue partitioned between dichloromethane and dilute HCl and the organic phase washed, dried and concentrated. Chromatography of the residue over silica gel (toluene) yields the title compound as pale-yellow crystals. M.p.=82°-84°.

Aufarbeitung

  1. temperatureheated at 220° in an autoclave for 12 hours
  2. temperatureThe mixture is cooled
  3. concentrationconcentrated
  4. customthe residue partitioned between dichloromethane and dilute HCl
  5. washthe organic phase washed
  6. customdried
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-c90280854a7b4e6fafb5bea2ad624009
Quelldatensatz
uspto-grants-1988_04
Patentnummer
US04737516

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