Hydrochloric Acid → 3,4,5-Trimethoxyphenylacetic acid

HRID 2260194Notes

Reaction equation

HRID 2260194 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:13][C:14]#N)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[OH-:16].[Na+].Cl.C[OH:20].O>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:13][C:14]([OH:20])=[O:16])[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 258873,4,5-TrimethoxyphenylacetonitrileHCID 22242641Methanol--water (1/1)

Product 1

HCID 703723,4,5-Trimethoxyphenylacetic acid

Procedure

3,4,5-trimethoxyphenyl acetonitrile 5.5 g was dissolved into 50 ml of methanol/water (9:1). To this 1.5 g of sodium hydroxide was added and they were then stirred and refluxed for 5.5 hours. The temperature of the reactive liquid was lowered down to room temperature and neutralized with 2N hydrochloric acid, and the methanol was distilled off under reduced pressure. Extraction was performed thrice by means of 100 ml of chloroform. After distilling off the solvent under reduced pressure, 5.8 g of captioned compound was obtained.

Workup

  1. temperaturerefluxed for 5.5 hours
  2. distillationthe methanol was distilled off under reduced pressure
  3. extractionExtraction
  4. distillationAfter distilling off the solvent under reduced pressure

Sources & evidence

ORD record
ord-25d563b6f2f64044bb1a14a7507a671a
Source dataset
uspto-grants-1995_12
Patent number
US05476863

Reaction notes

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