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

HRID 2259567Notes

Reaction equation

HRID 2259567 reaction equation
[N+:1]([O-:4])(O)=[O:2].[CH3:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1>O1CCCC1>[N+:1]([C:11]1[CH:12]=[C:7]([O:6][CH3:5])[CH:8]=[CH:9][C:10]=1[OH:13])([O-:4])=[O:2]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 90154-Methoxyphenol

Product 1

HCID 15285Phenol, 4-methoxy-2-nitro-

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

6.3 9 of nitric acid were added dropwise at room temperature with stirring to 12.4 g of 4-methoxyphenol in 120 ml of tetrahydrofuran. The reaction mixture was then stirred for half an hour. The solvent was subsequently evaporated and the residue remaining was purified by chromatography using dichloromethane as an eluent. 6.2 g of 2-nitro-4-methoxyphenol were obtained as a yellow powder having a melting point of 72° C.

Workup

  1. customThe solvent was subsequently evaporated
  2. customthe residue remaining was purified by chromatography

Sources & evidence

ORD record
ord-0fbb461e5ea54327a8da0c04b8b0cc31
Source dataset
uspto-grants-1995_12
Patent number
US05474988

Reaction notes

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