Nitric Acid → HCID 15036315, compound

HRID 1723008Notes

Reaction equation

HRID 1723008 reaction equation
O.[CH:2]1([C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3]1.[N+:14]([O-])([OH:16])=[O:15].N([O-])=O.[Na+]>CCOCC>[CH:2]1([C:7]2[CH:8]=[CH:9][C:10]([OH:13])=[C:11]([N+:14]([O-:16])=[O:15])[CH:12]=2)[CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

6

Reactant 4

HCID 944Nitric AcidHCID 962WaterHCID 152024-CyclopentylphenolHCID 23668193Sodium Nitrite

Product 1

HCID 15036315HCID 15036315, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a stirred mixture of 50 ml of water, 50 ml of ether and 4-cyclopentylphenol was added dropwise 2.1 ml of 61% nitric acid and further was added a catalytic amount of sodium nitrite, then the mixture was reacted with stirring at room tempeature for 5 days. The reaction mixture was extracted with 200 ml of ethyl acetate and dried wih anhydrous sodium sulfate. The drying agent was filtered off and the solvent was distilled away under reduced pressure. The residue was purified by subjecting to silica-gel column-chromatography [eluent:chloroform-n-hexane (1:1)] to give 3.60 g of 4-cyclopentyl-2-nitrophenol.

Workup

  1. customthe mixture was reacted
  2. extractionThe reaction mixture was extracted with 200 ml of ethyl acetate
  3. dry with materialdried wih anhydrous sodium sulfate
  4. filtrationThe drying agent was filtered off
  5. distillationthe solvent was distilled away under reduced pressure
  6. customThe residue was purified

Sources & evidence

ORD record
ord-8d6ab68f0f7446b2be7403d2443e3e3a
Source dataset
uspto-grants-1989_08
Patent number
US04859661

Reaction notes

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