Nitric Acid → HCID 21699291, compound

HRID 1386248Notes

Reaction equation

HRID 1386248 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 fuirther 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-methoxy4-(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-4646f3406efe4a95b679e22bd1323f95
Source dataset
uspto-grants-2001_07
Patent number
US06265411B1

Reaction notes

Loading…