Dimethyl Sulfoxide → 3-(4-(4-Methylpiperazin-1-yl)phenyl)butanenitrile

HRID 1896281Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1896281
[C:1]([CH:3]([CH:8]([C:10]1[CH:15]=[CH:14][C:13]([N:16]2[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]2)=[CH:12][CH:11]=1)[CH3:9])C(OC)=O)#[N:2].[Cl-].[Na+].CS(C)=O>O>[CH3:22][N:19]1[CH2:20][CH2:21][N:16]([C:13]2[CH:14]=[CH:15][C:10]([CH:8]([CH3:9])[CH2:3][C:1]#[N:2])=[CH:11][CH:12]=2)[CH2:17][CH2:18]1

Komponenten

5

Edukt 3

HCID 679Dimethyl SulfoxideHCID 5234Sodium ChlorideHCID 67382550Methyl 2-cyano-3-(4-(4-methylpiperazin-1-yl)phenyl)butanoate

Produkt 1

HCID 673833103-(4-(4-Methylpiperazin-1-yl)phenyl)butanenitrileAusbeute 79,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
162.5 °C

Versuchsvorschrift

A mixture of methyl 2-cyano-3-(4-(4-methylpiperazin-1-yl)phenyl)butanoate (700 mg, 2.32 mmol), sodium chloride (405 mg, 6.90 mmol), DMSO (5 ml) and water (2 ml, 3 vol %) and heated at 160-165° C. for 12 h. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with water, brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to afford 450 mg (79.6%) of 3-(4-(4-methylpiperazin-1-yl)phenyl)butanenitrile as a colorless liquid.

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with water, brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-94792f34f16a4be9b42e843a48acf1f4
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08518948B2

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