Nitric Acid → HCID 602086, compound

HRID 978921Notes

Reaction equation

HRID 978921 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][CH3:11])[CH:5]=1)=[O:3].[N+:12]([O-])([OH:14])=[O:13]>O>[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][CH3:11])[C:5]=1[N+:12]([O-:14])=[O:13])=[O:3]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 114603-Methoxyacetophenone

Product 1

HCID 602086HCID 602086, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

50.0 g of 3-methoxyacetophenone was added slowly, drop-by-drop, to 250 ml of 70% nitric acid at room temperature. The mixture was allowed to stand for 17 hours, warmed and held at 40° C. for 1 hour, cooled and diluted to three times its volume with water. The resulting mixture was extracted with ethyl acetate. The extract was washed with water, then with saturated sodium chloride solution, dried (Na2SO4) and the solvent was evaporated. The residue was dissolved in ethyl acetate, hexane was added and the mixture was set in dry ice. The solid that formed was collected and dried under reduced pressure to give 3-methoxy-2-nitroacetophenone (4A), as a cream-colored solid, m.p.: 125°-127°C.

Workup

  1. customat room temperature
  2. temperaturewarmed
  3. waitheld at 40° C. for 1 hour
  4. temperaturecooled
  5. extractionThe resulting mixture was extracted with ethyl acetate
  6. washThe extract was washed with water
  7. dry with materialwith saturated sodium chloride solution, dried (Na2SO4)
  8. customthe solvent was evaporated
  9. dissolutionThe residue was dissolved in ethyl acetate
  10. additionhexane was added
  11. customThe solid that formed
  12. customwas collected
  13. customdried under reduced pressure

Sources & evidence

ORD record
ord-8aa78675eea04d87a0bbe45d2ed191aa
Source dataset
uspto-grants-1987_05
Patent number
US04666499

Reaction notes

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