Nitric Acid → HCID 13561778, compound

HRID 1380367Notes

Reaction equation

HRID 1380367 reaction equation
[CH:1]1[C:13]2[CH2:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][C:2]=1[CH2:14][CH2:15][C:16](=[O:18])[CH3:17].[N+:19]([O-])([OH:21])=[O:20]>C(O)(=O)C>[N+:19]([C:9]1[CH:10]=[C:11]2[C:6]([C:5]3[CH:4]=[CH:3][C:2]([CH2:14][CH2:15][C:16](=[O:18])[CH3:17])=[CH:1][C:13]=3[CH2:12]2)=[CH:7][CH:8]=1)([O-:21])=[O:20]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 13561776HCID 13561776, compound

Product 1

HCID 13561778HCID 13561778, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In 50 ml of acetic acid was suspended 5.90 grams of 4-(2-fluorenyl)-butan-2-one and 6.35 ml of concentrated nitric acid was dropped in during 45 minutes with stirring at room temperature. After stirring for 3 hours and 30 minutes, crystals separated out therefrom were collected by filtration, washed with small amount of acetic acid, and washed with water until the washing became neutral. The resulting crystals were dissolved in 250 ml of chloroform, dried over magnesium sulfate, and chloroform was evaporated therefrom in vacuo. The residue was recrystallized from benzene to give 3.83 grams of 4-(7-nitro-2-fluorenyl)-butan-2-one, yellow crystals, m.p. 159°-161.5° C.

Workup

  1. additionwas dropped in during 45 minutes
  2. stirringAfter stirring for 3 hours and 30 minutes
  3. customcrystals separated out
  4. filtrationtherefrom were collected by filtration
  5. washwashed with small amount of acetic acid
  6. washwashed with water until the washing
  7. dissolutionThe resulting crystals were dissolved in 250 ml of chloroform
  8. dry with materialdried over magnesium sulfate, and chloroform
  9. customwas evaporated
  10. customThe residue was recrystallized from benzene

Sources & evidence

ORD record
ord-c7029337ee6242a3ab8efe9d482d7775
Source dataset
uspto-grants-1986_04
Patent number
US04581377

Reaction notes

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