Nitric Acid → Phenol, 4-methoxy-2-nitro-

HRID 865281Notes

Reaction equation

HRID 865281 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1.[N+:10]([O-])([OH:12])=[O:11]>ClCCl>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[C:5]([N+:10]([O-:12])=[O:11])[CH:4]=1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 90154-Methoxyphenol

Product 1

HCID 15285Phenol, 4-methoxy-2-nitro-Yield 58%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 124 mg of 4-methoxyphenol in dichloromethane were added 1 g of silica gel and 0.077 ml of concentrated nitric acid at room temperature. After the completion of the reaction was detected by thin layer chromatography, the reaction mixture was filtered using Cerite. The filtrate was evaporated, and the residue was purified by silica gel chromatography (dichloromethane) to give 98.5 mg (58%) of 4-methoxy-2-nitrophenol.

Workup

  1. filtrationthe reaction mixture was filtered
  2. customThe filtrate was evaporated
  3. customthe residue was purified by silica gel chromatography (dichloromethane)

Sources & evidence

ORD record
ord-9aa0978ba8ca4f7bb3b5a832fae908a4
Source dataset
uspto-grants-1996_10
Patent number
US05565489

Reaction notes

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