Reaktion #531786

Reaktionsgleichung

water

4-aminobenzyl cyanide

pyridine

chloride

→

desired product

N-(4-cyanomethylphenyl) p-menthanecarboxamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe mixture was separated
2. 2
   WaschenThe organic layer was washed with 50 mL of water and 50 mL of brine
3. 3
   TrocknenThe organic layer was dried over MgSO4
4. 4
   SonstigeThe solvent was evaporated in vacuo
5. 5
   Sonstigeto afford the crude product, which
6. 6
   Sonstigewas recrystallized from hexanes

Vorschrift

To a flask, were added 6.6 g (50 mmol) of 4-aminobenzyl cyanide, 4.04 mL of pyridine and 100 mL MtBE. To this mixture, 10 g of p-menthane-3-carbon*yl chloride were added dropwise over 5 minutes. The reaction mixture was stirred for 24 h. To the reaction mixture, 50 mL of water were added. The mixture was separated. The organic layer was washed with 50 mL of water and 50 mL of brine. The organic layer was dried over MgSO4. The solvent was evaporated in vacuo to afford the crude product, which was recrystallized from hexanes to afford 10.1 g of the desired product with the following spectroscopic properties:

Quelle