반응 #531786

ord-b02e27fc945948d4979a75e5b131dc9b

반응 방정식

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

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The mixture was separated
  2. 2
    세척The organic layer was washed with 50 mL of water and 50 mL of brine
  3. 3
    건조The organic layer was dried over MgSO4
  4. 4
    기타The solvent was evaporated in vacuo
  5. 5
    기타to afford the crude product, which
  6. 6
    기타was recrystallized from hexanes

실험 절차

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:

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: USRE044339E1uspto-grants-2013_07