Hydrochloric Acid → Benzaldehyde, 4-hydroxy-3-methoxy-2-nitro-

HRID 1787539Notes

Reaction equation

HRID 1787539 reaction equation
C([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]=[O:12])=[C:7]([N+:13]([O-:15])=[O:14])[C:6]=1[O:16][CH3:17])(=O)C.C(=O)([O-])[O-].[K+].[K+].O.Cl>CO>[OH:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]=[O:12])=[C:7]([N+:13]([O-:15])=[O:14])[C:6]=1[O:16][CH3:17]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 11430Potassium CarbonateHCID 2463194-Formyl-2-methoxy-3-nitrophenyl acetate

Product 1

HCID 96959Benzaldehyde, 4-hydroxy-3-methoxy-2-nitro-Yield 96.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4-formyl-2-methoxy-3-nitrophenyl acetate 4.54 g (19.0 mmol) and potassium carbonate 5.24 g (37.9 mmol) in methanol 40 mL was stirred at room temperature for 2 hours. The reaction mixture was poured into water, acidified by 1N HCl solution and extracted into AcOEt. The organic layer was washed with brine, dried over MgSO4, filtrated and the solvent was evaporated. The residue was washed with n-hexane to give the title compound 3.60 g as white solid. Yield 96.3%.

Workup

  1. extractionextracted into AcOEt
  2. washThe organic layer was washed with brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltrated
  5. customthe solvent was evaporated
  6. washThe residue was washed with n-hexane

Sources & evidence

ORD record
ord-44597356c79e4147ae94bdb41ba47199
Source dataset
uspto-grants-2009_03
Patent number
US07511041B2

Reaction notes

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