Hydrochloric Acid → 3,4,5-Trimethoxyphenylacetic acid

HRID 327499

Reaction equation

HRID 327499 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-Trimethoxyphenylacetonitrile2×HCID 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-e7187962b89b4a35b63770f24bc46a23
Source dataset
uspto-grants-1993_12
Patent number
US05273985

Linked notes

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