Reaction #554641

ord-5ed5faccfa8741a89d4252efa52b52aa

Reaction equation

CC(=O)OC(C)=O
acetic anhydride
CC(N)Cc1ccc(Br)cc1
1-(4-bromophenyl)propane-2-amine
CC(=O)NC(C)Cc1ccc(Br)cc1
N-(1-(4-Bromophenyl)propan-2-yl)acetamide

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThe solvent is evaporated in vacuo
  2. 2
    OtherThe layers are separated
  3. 3
    Washthe organic layer is washed with water
  4. 4
    Dryingdried with Na2SO4
  5. 5
    Filtrationfiltered
  6. 6
    Otherthe solvent is removed in vacuo
  7. 7
    OtherThe crude product is triturated with DIPE

Procedure

17.0 mL (179.7 mmol) acetic anhydride are added to a mixture of 24.2 g (113 mmol) 1-(4-bromophenyl)propane-2-amine and 20 mL AcOH and the reaction mixture is stirred at r.t. over night. The solvent is evaporated in vacuo, and the residue partitonated between TBME and a saturated aq. NaHCO3 solution. The layers are separated and the organic layer is washed with water, dried with Na2SO4, filtered and the solvent is removed in vacuo. The crude product is triturated with DIPE.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08623860B2uspto-grants-2014_01