Реакция #531786

ord-b02e27fc945948d4979a75e5b131dc9b

Уравнение реакции

O
water
N#CCc1ccc(N)cc1
4-aminobenzyl cyanide
c1ccncc1
pyridine
[Cl-]
chloride
CC1CCC(C(C)C)C(C(=O)Nc2ccc(CC#N)cc2)C1
desired product
CC1CCC(C(C)C)C(C(=O)Nc2ccc(CC#N)cc2)C1
N-(4-cyanomethylphenyl) p-menthanecarboxamide

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеThe mixture was separated
  2. 2
    ПромывкаThe organic layer was washed with 50 mL of water and 50 mL of brine
  3. 3
    СушкаThe organic layer was dried over MgSO4
  4. 4
    ДругоеThe solvent was evaporated in vacuo
  5. 5
    Другоеto afford the crude product, which
  6. 6
    Другоеwas recrystallized from hexanes

Методика

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:

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: USRE044339E1uspto-grants-2013_07