Nitric Acid → HCID 19009622, compound

HRID 1742005Notes

Reaction equation

HRID 1742005 reaction equation
[N+:1]([O-:4])(O)=[O:2].[Cl:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12](=[O:15])[CH2:13][CH3:14]>>[CH3:14][CH2:13][C:12]([C:7]1[CH:8]=[C:9]([N+:1]([O-:4])=[O:2])[CH:10]=[CH:11][C:6]=1[Cl:5])=[O:15]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 957431-Propanone, 1-(2-chlorophenyl)-

Product 1

HCID 19009622HCID 19009622, compound

Procedure

31 ml of 100% nitric acid (dl.52) are introduced into the reaction vessel, and 6 g of o-chloropropiophenone are added dropwise at -10° C. in the course of 15 minutes in such a way that the reaction temperature is between -5° C. and -10° C. To complete the reaction, stirring is continued at 0° C. for 45 minutes. The reaction mixture is subsequently poured onto 300 g of ice, and the aqueous mixture is extracted twice using 200 ml portions of diethyl ether. The organic phase is washed with 100 ml of water, twice with 100 ml portions of 2N potassium hydrogen carbonate solution and finally with saturated sodium chloride solution, dried over magnesium sulfate and concentrated. The residue is recrystallised from diisopropyl ether/n-hexane; m.p.: 55°-56° C.

Workup

  1. additionare added dropwise at -10° C. in the course of 15 minutes in such a way that the reaction temperature
  2. customis between -5° C. and -10° C
  3. customthe reaction
  4. extractionthe aqueous mixture is extracted twice
  5. washThe organic phase is washed with 100 ml of water, twice with 100 ml portions of 2N potassium hydrogen carbonate solution and finally with saturated sodium chloride solution
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated
  8. customThe residue is recrystallised from diisopropyl ether/n-hexane

Sources & evidence

ORD record
ord-c0e6df6452fd40618555c238c2bd036e
Source dataset
uspto-grants-1994_08
Patent number
US05336663

Reaction notes

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