Ammonium Acetate → 1-Amino-5-(2,5-difluorophenyl)cyclohexan-3-one

HRID 49205Notes

Reaction equation

HRID 49205 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[CH:9]1[CH2:14][C:13](=O)[CH2:12][C:11](=[O:16])[CH2:10]1.C([O-])(=O)C.[NH4+:21]>C(O)C>[NH2:21][CH:13]1[CH2:14][CH:9]([C:3]2[CH:4]=[C:5]([F:8])[CH:6]=[CH:7][C:2]=2[F:1])[CH2:10][C:11](=[O:16])[CH2:12]1

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 178239175-(2,5-Difluorophenyl)cyclohexane-1,3-dione

Product 1

HCID 178239181-Amino-5-(2,5-difluorophenyl)cyclohexan-3-oneYield 92.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 5-(2,5-difluorophenyl)cyclohexane-1,3-dione (4.0 g) and ammonium acetate (4.1 g) in ethanol (60 ml) was heated under reflux for 12 hours. The reaction mixture was concentrated under reduced pressure, and the residue was washed with water and dried to obtain 1-amino-5-(2,5-difluorophenyl)cyclohexan-3-one (3.7 g).

Workup

  1. temperatureunder reflux for 12 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. washthe residue was washed with water
  4. customdried

Sources & evidence

ORD record
ord-127ad5525e15414fa8391ce0006812bd
Source dataset
uspto-grants-2004_03
Patent number
US06706732B1

Reaction notes

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