Hydrogen Cyanide → 2-Amino-3-phenylpropanenitrile

HRID 1029814

Reaktionsgleichung

Reaktionsgleichung von HRID 1029814
[CH2:1]([C:8]#[N:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].C([Al+]CC(C)C)C(C)C.[CH:20]#[N:21].S([O-])([O-])(=O)=O.[Na+].[Na+]>C1(C)C=CC=CC=1.O1CCCC1.CO>[NH2:9][CH:8]([CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:20]#[N:21]

Komponenten

8

Edukt 4

HCID 768Hydrogen CyanideHCID 8794PhenylacetonitrileHCID 24436Sodium SulfateHCID 21225700Diisobutylaluminumhydride

Produkt 1

HCID 5613842-Amino-3-phenylpropanenitrileAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 1140TolueneLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

1 millimole (0.117 g ) of benzyl cyanide is dissolved in 1 ml of anhydrous toluene at 0° C., under an argon atmosphere. 1.5 millimoles of a toluenic solution 1.5M of diisobutylaluminum hydride (1 m) are added dropwise at this temperature. The reaction mixture is maintained at 0° C. for 1 hour, then a solution of hydrocyanic acid (in excess) in tetrahydrofuran is added to this mixture, which is then maintained at room temperature for 3 hours, then hydrolyzed with 4 ml of methanol and pasty sodium sulfate. After an acid-base extraction, there are obtained 0.107 g of 2-amino-3-phenyl-propionitrile, in the form of a pale-yellow oil, with a yield of 70%,

Aufarbeitung

  1. temperatureis then maintained at room temperature for 3 hours
  2. extractionAfter an acid-base extraction, there

Quellen und Nachweise

ORD-Eintrag
ord-e2bb83afbe5349f5ac7cf09efa963487
Quelldatensatz
uspto-grants-1992_04
Patentnummer
US05103019

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