Hydrochloric Acid → 3-(4,5-Dimethoxy-2-nitrophenyl)-2-methyl-2-propenoic acid

HRID 2269765Notes

Reaction equation

HRID 2269765 reaction equation
C([O:3][C:4](=[O:21])[C:5]([CH3:20])=[CH:6][C:7]1[CH:12]=[C:11]([O:13][CH3:14])[C:10]([O:15][CH3:16])=[CH:9][C:8]=1[N+:17]([O-:19])=[O:18])C.[OH-].[Na+].Cl>CO>[CH3:16][O:15][C:10]1[C:11]([O:13][CH3:14])=[CH:12][C:7]([CH:6]=[C:5]([CH3:20])[C:4]([OH:21])=[O:3])=[C:8]([N+:17]([O-:19])=[O:18])[CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 702169653-(4,5-Dimethoxy-2-nitrophenyl)-2-methyl-2-propenoic acid ethyl ester

Product 1

HCID 702130893-(4,5-Dimethoxy-2-nitrophenyl)-2-methyl-2-propenoic acidYield 99%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Into 250 ml of methanol, 11.3 g of thus obtained 3-(4,5-dimethoxy-2-nitrophenyl)-2-methyl-2-propenoic acid ethyl ester (1) were dissolved. With 45 ml of a 2-N aqueous sodium hydroxide solution being added thereto, the resulting mixture was reacted for 4 hours at 40° C. After the completion of the reaction, 1-N hydrochloric acid was used so as to adjust the pH of the solution at 4, the solution was cooled, and the precipitated crystal was filtered out, whereby 10.1 g of the aimed compound were obtained (yield: 99%).

Workup

  1. customthe resulting mixture was reacted for 4 hours at 40° C
  2. temperaturethe solution was cooled
  3. filtrationthe precipitated crystal was filtered out

Sources & evidence

ORD record
ord-54e9a4cfe9054674900557791739e1b6
Source dataset
uspto-grants-2001_12
Patent number
US06329546B1

Reaction notes

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