Potassium Cyanide → 3-(3-Methoxy-4-methylphenyl)propyl cyanide

HRID 368338Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 368338
Br[CH2:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[C:7]([O:12][CH3:13])[CH:6]=1.[C-:14]#[N:15].[K+]>CC(C)=O.CCO.O>[CH3:13][O:12][C:7]1[CH:6]=[C:5]([CH2:4][CH2:3][CH2:2][C:14]#[N:15])[CH:10]=[CH:9][C:8]=1[CH3:11]

Komponenten

6

Edukt 2

HCID 9032Potassium CyanideHCID 186265044-(3-Bromopropyl)-2-methoxy-1-methylbenzene

Produkt 1

HCID 186265273-(3-Methoxy-4-methylphenyl)propyl cyanideAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 180AcetoneLösungsmittelHCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 8.68 g (35.7 mmol) of 4-(3-bromopropyl)-2-methoxy-1-methylbenzene in 50 mL of acetone and 50 mL of EtOH was treated with a solution of 2.8 g (42.8 mmol) of KCN in 20 mL of H2O and heated at reflux overnight. The solvent was removed under reduced pressure and the residue taken up in EtOAc and washed with H2O, then saturated NaCl. Drying over MgSO4 and removal of the solvent under reduced pressure left 6.75 g (100% yield) of the product as an oil. The structure was confirmed by NMR and IR spectroscopy.

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux overnight
  3. customThe solvent was removed under reduced pressure
  4. washwashed with H2O
  5. dry with materialDrying over MgSO4 and removal of the solvent under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-bbe25fe73b0e41e2b5a6fc676e24daea
Quelldatensatz
uspto-grants-2000_10
Patentnummer
US06133303

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