Nitric Acid → HCID 21699291, compound

HRID 1597205Notes

Reaction equation

HRID 1597205 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]=[CH:12][C:13]=1[O:14][CH2:15][CH2:16][O:17][CH3:18])[C:6]([O:8][CH2:9][CH3:10])=[O:7].[N+:19]([O-])([OH:21])=[O:20]>O>[CH3:1][O:2][C:3]1[C:13]([O:14][CH2:15][CH2:16][O:17][CH3:18])=[CH:12][C:11]([N+:19]([O-:21])=[O:20])=[C:5]([CH:4]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 22467437HCID 22467437, compound

Product 1

HCID 21699291HCID 21699291, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ethyl 3-methoxy-4-(2-methoxyethoxy)benzoate (9.5 g, 37 mmol) was added in portions to stirred concentrated nitric acid (75 ml) at 0° C. The mixture was allowed to warm to ambient temperature and stirred for a further 90 minutes. The mixture was diluted with water and extracted with methylene chloride, dried (MgSO4) and the solvent removed by evaporation. The residue was triturated with hexane to give ethyl 5-methoxy-4-(2-methoxyethoxy)-2-nitrobenzoate (10.6 g, 95%) as an orange solid.

Workup

  1. extractionextracted with methylene chloride
  2. dry with materialdried (MgSO4)
  3. customthe solvent removed by evaporation
  4. customThe residue was triturated with hexane

Sources & evidence

ORD record
ord-c5a1d9f4344f4975aedcb4dc5d6ab903
Source dataset
uspto-grants-2001_09
Patent number
US06294532B1

Reaction notes

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