Ammonium Acetate → 1-Amino-5-(3-thienyl)cyclohexen-3-one
Reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([CH:6]2[CH2:11][C:10](=O)[CH2:9][C:8](=[O:13])[CH2:7]2)=[CH:2]1.C([O-])(=O)C.[NH4+:18]>C(O)C>[NH2:18][C:10]1[CH2:11][CH:6]([C:3]2[CH:4]=[CH:5][S:1][CH:2]=2)[CH2:7][C:8](=[O:13])[CH:9]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 5-(3-thienyl)cyclohexane-1,3-dione (10.5 g) and ammonium acetate (13.1 g) in ethanol (200 ml) was refluxed for 16 hours. The reaction solution was concentrated under reduced pressure, and to the residue was added water (50 ml). The resulting crystals were filtered, washed with water and toluene, and dried to give 1-amino-5-(3-thienyl)cyclohexen-3-one (10 g) as pale yellow crystals.
Workup
- temperaturewas refluxed for 16 hours
- concentrationThe reaction solution was concentrated under reduced pressure
- additionto the residue was added water (50 ml)
- filtrationThe resulting crystals were filtered
- washwashed with water and toluene
- customdried
Sources & evidence
- ORD record
- ord-8e9ac23916064446816bbe0e85c6b670
- Source dataset
- uspto-grants-2002_02
- Patent number
- US06350749B1
Reaction notes
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