Potassium Cyanide → 4-Phenylbenzoylacetonitrile

HRID 133477Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 133477
[C-:1]#[N:2].[K+].Br[CH2:5][C:6]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:10][CH:9]=1)=[O:7]>O.CC#N>[C:11]1([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:12]=[CH:13][C:8]([C:6](=[O:7])[CH2:5][C:1]#[N:2])=[CH:9][CH:10]=1

Komponenten

5

Edukt 2

HCID 9032Potassium CyanideHCID 672821-(1,1'-Biphenyl)-4-yl-2-bromoethanone

Produkt 1

HCID 126868534-PhenylbenzoylacetonitrileAusbeute 118,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a solution of 105 mg (1.6 mmol) of KCN in 1 mL of water, 220 mg (0.8 mmol) of 2-bromo-4′-phenylacetophenone in 3 mL of MeCN was added. The mixture was warmed in a 50° C. bath to dissolve some of the halide. After ˜20 min the solids dissolved. The reaction was stirred for 30 min, then partitioned between 1.2 N HCl and EtOAc. The organic layer was washed with brine, dried and concentrated leaving 210 mg of the title compound which was used in the next step without purification.

Aufarbeitung

  1. dissolutionAfter ˜20 min the solids dissolved
  2. custompartitioned between 1.2 N HCl and EtOAc
  3. washThe organic layer was washed with brine
  4. customdried
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-938f7efe1b624dd0a6560a4a80aeb9bc
Quelldatensatz
uspto-grants-2008_06
Patentnummer
US07390835B2

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