Ammonium Acetate → 3-Amino-5-(2-furyl)cyclohex-2-en-1-one

HRID 1700491Notes

Reaction equation

HRID 1700491 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]1[CH2:11][C:10](=O)[CH2:9][C:8](=[O:13])[CH2:7]1.C([O-])(=O)C.[NH4+:18]>C(O)C>[NH2:18][C:10]1[CH2:11][CH:6]([C:2]2[O:1][CH:5]=[CH:4][CH:3]=2)[CH2:7][C:8](=[O:13])[CH:9]=1

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 6995135-(2-Furyl)cyclohexane-1,3-dione

Product 1

HCID 183176213-Amino-5-(2-furyl)cyclohex-2-en-1-oneYield 76.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 5-(2-furyl)cyclohexane-1,3-dione (1.78 g) and ammonium acetate (2.3 g) in ethanol (35 ml) was refluxed for 15 hours, and the reaction solution was concentrated under reduced pressure. To the residue was added water (30 ml), and the resulting crystals were filtered. The crystals were washed with water and ethyl acetate, and dried to give 1-amino-5-(2-furyl)cyclohexen-3-one (1.35 g) as pale yellow crystals.

Workup

  1. temperaturewas refluxed for 15 hours
  2. concentrationthe reaction solution was concentrated under reduced pressure
  3. additionTo the residue was added water (30 ml)
  4. filtrationthe resulting crystals were filtered
  5. washThe crystals were washed with water and ethyl acetate
  6. customdried

Sources & evidence

ORD record
ord-1cd22a2df5034121ad6e11b50001caa2
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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