2-Propanone, 1-nitro- → HCID 13670891, compound

HRID 414231Notes

Reaction equation

HRID 414231 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:10](=O)[CH3:11])[CH:5]=[CH:6][CH:7]=1.[N+:19]([CH2:22][C:23](=O)[CH3:24])([O-:21])=[O:20].C([O-])(=O)C.[NH4+:30]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]2[C:9]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[C:10]([CH3:11])[NH:30][C:23]([CH3:24])=[C:22]2[N+:19]([O-:21])=[O:20])[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 662962-Propanone, 1-nitro-3×HCID 517165Ammonium Acetate3×HCID 537140661-(3-Chlorophenyl)-2-phenyl-3-oxo-1-butene

Product 1

HCID 13670891HCID 13670891, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

12.82 g (50 mmol) of 1-(3-chlorophenyl)-2-phenyl-3-oxo-1-butene in 75 ml of ethanol are heated under reflux with 5.15 g (50 mmol) of nitroacetone and 3.85 g (50 mmol) of ammonium acetate for 16 hours. A further 5.15 g of nitroacetone and 3.85 g of ammonium acetate are added and the mixture is boiled for 24 hours, and 5.15 g of nitroacetone and 3.85 g of ammonium acetate are added and the mixture is boiled for 24 hours. It is cooled and concentrated, the residue is taken up in ethyl acetate, and the solution is extracted by shaking twice with water, dried and concentrated.

Workup

  1. waitthe mixture is boiled for 24 hours
  2. temperatureIt is cooled
  3. concentrationconcentrated
  4. extractionthe solution is extracted
  5. customdried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-326ec2f510884621b5079f4f79691309
Source dataset
uspto-grants-1988_12
Patent number
US04791122

Reaction notes

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