Nitric Acid → HCID 70052741, compound

HRID 1606280Notes

Reaction equation

HRID 1606280 reaction equation
[CH2:1]([CH2:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)=CC=1)=O)[CH3:2].[N+:18]([O-])([OH:20])=[O:19].[OH-:22].[Na+]>O>[N+:18]([CH:13]1[CH:12]([CH2:9][C:10]([C:11]2[CH:2]=[CH:1][CH:3]=[CH:4][CH:6]=2)=[O:22])[CH2:17][CH2:16][CH2:15][CH2:14]1)([O-:20])=[O:19]

Participants

5

Reactant 3

HCID 944Nitric Acid2×HCID 14798Sodium HydroxideHCID 5122443HCID 5122443, compound

Product 1

HCID 70052741HCID 70052741, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Ethyl p-cyclohexylacetophenone (0.066 mole) is added to ice-cold concentrated sulfuric acid (18 ml) and stirred with cooling for 5 minutes. Concentrated nitric acid (Sp. G. 1.51) (2.5 ml) is added dropwise, maintaining the temperature between 30° and 40° by water cooling when necessary. After addition of the nitric acid is complete, the mixture is stirred for 1/2 hour, then poured into water. The mixture is made alkaline with sodium hydroxide, then extracted with ether. The ether extract is washed, dried over sodium sulfate, evaporated and the residue is fractionally distilled to obtain 3-nitro-4-cyclohexylacetophenone.

Workup

  1. temperaturewith cooling for 5 minutes
  2. stirringthe mixture is stirred for 1/2 hour
  3. extractionextracted with ether
  4. extractionThe ether extract
  5. washis washed
  6. dry with materialdried over sodium sulfate
  7. customevaporated
  8. distillationthe residue is fractionally distilled

Sources & evidence

ORD record
ord-f86ace269e4a41609588dd67def5c554
Source dataset
uspto-grants-1976_04
Patent number
US03952067

Reaction notes

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