3-Dimethoxymethyl-4-nitro-benzoic Acid Methyl Ester → 3-Dimethoxymethyl-4-nitro-benzoic Acid

HRID 1788438Notes

Reaction equation

HRID 1788438 reaction equation
C[O:2][C:3](=[O:18])[C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[C:6]([CH:13]([O:16][CH3:17])[O:14][CH3:15])[CH:5]=1>CO.[OH-].[Na+]>[CH3:17][O:16][CH:13]([O:14][CH3:15])[C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][C:7]=1[N+:10]([O-:12])=[O:11])[C:3]([OH:18])=[O:2]

Participants

4

Reactant 1

HCID 576030843-Dimethoxymethyl-4-nitro-benzoic Acid Methyl Ester

Product 1

HCID 689263273-Dimethoxymethyl-4-nitro-benzoic Acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

To a solution of 5.49 g (21.5 mmol) of Compound 5 in 200 mL of methanol, 50 mL of 1M NaOH were added and the mixture was stirred at room temperature for 2 h. The reaction mixture was then evaporated to dryness, the residue was dissolved in 100 mL water, acidified with 1 M HCl to pH 3-4. The precipitate was then filtered off, washed with water (4×), and dried. Yield: 4.96 g (95%).

Workup

  1. customThe reaction mixture was then evaporated to dryness
  2. dissolutionthe residue was dissolved in 100 mL water
  3. filtrationThe precipitate was then filtered off
  4. washwashed with water (4×)
  5. customdried

Sources & evidence

ORD record
ord-28d046793373421aa5344a8501d964e6
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

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