反応 #531786

ord-b02e27fc945948d4979a75e5b131dc9b

反応方程式

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

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The mixture was separated
  2. 2
    洗浄The organic layer was washed with 50 mL of water and 50 mL of brine
  3. 3
    乾燥The organic layer was dried over MgSO4
  4. 4
    その他The solvent was evaporated in vacuo
  5. 5
    その他to afford the crude product, which
  6. 6
    その他was recrystallized from hexanes

実験手順

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:

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: USRE044339E1uspto-grants-2013_07