Hydrochloric Acid → 5-Cyano-2,4-dimethoxybenzoic acid

HRID 2293542Notes

Reaction equation

HRID 2293542 reaction equation
[C:1]([C:3]1[C:4]([O:15][CH3:16])=[CH:5][C:6]([O:13][CH3:14])=[C:7]([CH:12]=1)[C:8]([O:10]C)=[O:9])#[N:2].[OH-].[Na+].Cl>C(#N)C.O>[C:1]([C:3]1[C:4]([O:15][CH3:16])=[CH:5][C:6]([O:13][CH3:14])=[C:7]([CH:12]=1)[C:8]([OH:10])=[O:9])#[N:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 16638027Methyl 5-cyano-2,4-dimethoxybenzoate

Product 1

HCID 214769915-Cyano-2,4-dimethoxybenzoic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

A 0.80 g portion of methyl 5-cyano-2,4-dimethoxybenzoate was dissolved in 8 ml of acetonitrile and 5 ml of water, and 7 ml of 2N sodium hydroxide aqueous solution was added, followed by stirring at room temperature for 6 hours. After completion of the reaction, the reaction solution was poured into 2N hydrochloric acid aqueous solution, extracted with chloroform and dried over anhydrous sodium sulfate. The solvent was evaporated under a reduced pressure to give 0.65 g of 5-cyano-2,4-dimethoxybenzoic acid.

Workup

  1. customAfter completion of the reaction
  2. extractionextracted with chloroform
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was evaporated under a reduced pressure

Sources & evidence

ORD record
ord-eb612b2d13ea4bdeb292a31f636ec66c
Source dataset
uspto-grants-1997_11
Patent number
US05686482

Reaction notes

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