Nitric Acid → 2-Isopropyl-6-nitrophenol

HRID 1723005Notes

Reaction equation

HRID 1723005 reaction equation
O.[CH:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[OH:11])([CH3:4])[CH3:3].[N+:12]([O-])([OH:14])=[O:13]>CCOCC>[CH:2]([C:5]1[C:6]([OH:11])=[C:7]([N+:12]([O-:14])=[O:13])[CH:8]=[CH:9][CH:10]=1)([CH3:4])[CH3:3]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 962WaterHCID 69432-Isopropylphenol

Product 1

HCID 5289552-Isopropyl-6-nitrophenol

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a stirred mixture of 200 ml of water, 200 ml of ether and 20.0 g of 2-isopropylphenol was added dropwise 22.0 ml of 61% nitric acid, and then the mixture was reacted with stirring at room temperature for 2 days. The reaction mixture was extracted with 200 ml of ethyl acetate and dried with anhydrous sodium sulfate. After, 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 7.69 g of 6-isopropyl-2-nitrophenol.

Workup

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

Sources & evidence

ORD record
ord-962a87dd3a9d43d0a30f5f640439206b
Source dataset
uspto-grants-1989_08
Patent number
US04859661

Reaction notes

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