Nitric Acid → HCID 15480136, compound

HRID 1872780Notes

Reaction equation

HRID 1872780 reaction equation
[CH2:1]([C:3]1[C:4]([N+:11]([O-:13])=[O:12])=[C:5]([O:9][CH3:10])[CH:6]=[CH:7][CH:8]=1)[CH3:2].[N+:14]([O-])([OH:16])=[O:15].S(=O)(=O)(O)O>C(O)(=O)C>[N+:11]([C:4]1[C:3]([CH2:1][CH3:2])=[C:8]([N+:14]([O-:16])=[O:15])[CH:7]=[CH:6][C:5]=1[O:9][CH3:10])([O-:13])=[O:12]

Participants

5

Reactant 3

HCID 944Nitric Acid2×HCID 1118Sulfuric AcidHCID 15480146HCID 15480146, compound

Product 1

HCID 15480136HCID 15480136, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A solution of 3-ethyl-2-nitroanisole (89.73 mmol) in acetic acid (200 mL) is treated dropwise with a mixture of concentrated nitric acid (89.73 mmol, d=1.41 g/mL) and acetic acid (40 mL). After addition of the nitric acid solution, concentrated sulfuric acid (40 mL) is added dropwise. The reaction is poured over crushed ice (500 g) and stirred for 1 hour while a white precipitate forms. The precipitate is filtered and dried in a vacuum to afford a white solid. This material is purified by chromatography (silica gel, 20% ethyl acetate/hexanes) to afford 2,4-dinitro-3-ethylanisole.

Workup

  1. additionis added dropwise
  2. additionThe reaction is poured
  3. filtrationThe precipitate is filtered
  4. customdried in a vacuum
  5. customto afford a white solid
  6. customThis material is purified by chromatography (silica gel, 20% ethyl acetate/hexanes)

Sources & evidence

ORD record
ord-eefe6e7203124f31a153675d7577d2a4
Source dataset
uspto-grants-2000_08
Patent number
US06110952

Reaction notes

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