Acetic Anhydride → N-(1-(4-bromophenyl)propan-2-yl)acetamide

HRID 467459

Reaction equation

HRID 467459 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[Br:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([NH2:18])[CH3:17])=[CH:11][CH:10]=1>CC(O)=O>[Br:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:15][CH:16]([NH:18][C:5](=[O:7])[CH3:6])[CH3:17])=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 2056684-Bromo-alpha-methylbenzeneethanamine

Product 1

HCID 45824256N-(1-(4-bromophenyl)propan-2-yl)acetamide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

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.

Workup

  1. customThe solvent is evaporated in vacuo
  2. customThe layers are separated
  3. washthe organic layer is washed with water
  4. dry with materialdried with Na2SO4
  5. filtrationfiltered
  6. customthe solvent is removed in vacuo
  7. customThe crude product is triturated with DIPE

Sources & evidence

ORD record
ord-5ed5faccfa8741a89d4252efa52b52aa
Source dataset
uspto-grants-2014_01
Patent number
US08623860B2

Linked notes

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