1-Nitropropane → HCID 15289937, compound

HRID 1975699Notes

Reaction equation

HRID 1975699 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]=[C:9]([N+]([O-])=O)[CH2:10][CH3:11].FC1C=CC=CC=1C=[O:19].[N+](CCC)([O-])=O.C([O-])(=O)C.[NH4+].C(=O)([O-])O.[Na+]>C(O)(=O)C>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9](=[O:19])[CH2:10][CH3:11]

Participants

7

Reactant 5

HCID 79031-NitropropaneHCID 67970o-FluorobenzaldehydeHCID 516892Sodium BicarbonateHCID 517165Ammonium AcetateHCID 4226107Benzene, 1-fluoro-2-(2-nitro-1-buten-1-yl)-

Product 1

HCID 15289937HCID 15289937, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1-(2-Fluorophenyl)-2-nitro-1-butene 30 ml of acetic acid were added to 4.73 g (38.11 mmole) of 2-fluorobenzaldehyde, 4.41 g (49.49 mmole) of nitropropane and 3.23 g (41.90 mmole) of ammonium acetate, and the resulting mixture was heated under reflux, whilst stirring, for 4 hours. At the end of this time, the reaction mixture was cooled to room temperature, neutralized with an aqueous solution of sodium hydrogencarbonate and extracted with diethyl ether. The extract was dried over anhydrous magnesium sulfate, and then xylene was added to the solution. The mixture was concentrated by evaporation under reduced pressure, to give 7.4 g of the title compound as a pale yellow oil.

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux
  3. extractionextracted with diethyl ether
  4. dry with materialThe extract was dried over anhydrous magnesium sulfate
  5. additionxylene was added to the solution
  6. concentrationThe mixture was concentrated by evaporation under reduced pressure

Sources & evidence

ORD record
ord-7c63cd89041f40b2b2e273b6e124778d
Source dataset
uspto-grants-1994_02
Patent number
US05288726

Reaction notes

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