Reaction #2320127

ord-fed47fd0449543fd83ab3919bfc23980

Reaction equation

CC(CN)c1ccccc1
1-amino-2-phenylpropane
CCN(CC)CC
triethylamine
O=C(Cl)c1ccccc1
benzoyl chloride
CC(CNC(=O)c1ccccc1)c1ccccc1
N-(2-phenylpropyl)benzamide
Yield 95.0%

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    workup.ADDITIONAfter completion of the addition
  2. 2
    Temperaturethe reaction mixture was heated
  3. 3
    Temperatureat reflux for 1 hour
  4. 4
    WashThe solution was then washed with water
  5. 5
    Dryingthe organic layer dried over magnesium sulfate
  6. 6
    OtherRemoval of the solvent

Procedure

To a solution of 1-amino-2-phenylpropane (25.0 g, 0.185 mol) and triethylamine (18.2 g, 0.185 mol) in 150 mL of chloroform was added dropwise, a solution of benzoyl chloride (26.0 g, 0.185 mol) in 150 mL of chloroform under nitrogen. After completion of the addition, the reaction mixture was heated at reflux for 1 hour. The solution was then washed with water and the organic layer dried over magnesium sulfate. Removal of the solvent yielded 42.0 g (95%) of N-(2-phenylpropyl)benzamide as a white powder.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07709100B2uspto-grants-2010_05