تفاعل #531786

ord-b02e27fc945948d4979a75e5b131dc9b

معادلة التفاعل

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

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe mixture was separated
  2. 2
    غسيلThe organic layer was washed with 50 mL of water and 50 mL of brine
  3. 3
    تجفيفThe organic layer was dried over MgSO4
  4. 4
    أخرىThe solvent was evaporated in vacuo
  5. 5
    أخرىto afford the crude product, which
  6. 6
    أخرىwas recrystallized from hexanes

الإجراء التجريبي

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:

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE044339E1uspto-grants-2013_07