Hydrochloric Acid → 2-(3-ethoxyphenyl)acetic acid

HRID 491535Notes

Reaction equation

HRID 491535 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH2:10][C:11]([O:13]C)=[O:12])[CH:7]=[CH:8][CH:9]=1)[CH3:2].[OH-].[Na+].Cl>C(O)C>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH2:10][C:11]([OH:13])=[O:12])[CH:7]=[CH:8][CH:9]=1)[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 15506059HCID 15506059, compound

Product 1

HCID 43159872-(3-ethoxyphenyl)acetic acidYield 92%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methyl 3-ethoxyphenylacetate (7.5 g, 38.6 mmol) was dissolved in ethanol (15 mL) and 1N NaOH (40 mL) was added. The mixture was stirred at room temperature for 30 minutes then acidified by addition of 1N hydrochloric acid (45 mL). A white precipitate formed which was filtered, washed with 1N HCl, water and dried to afford 3-ethoxyphenylacetic acid (6.4 g, 92%). 1H NMR (CDCl3) δ 7.20 (1H, dd), 6.8 (3H, m), 4.0 (2H, q), 3.6 (2H, s), 1.4 (3H, t).

Workup

  1. customA white precipitate formed which
  2. filtrationwas filtered
  3. washwashed with 1N HCl, water
  4. customdried

Sources & evidence

ORD record
ord-4c56486667ec4026b8f15bd1c6c69473
Source dataset
uspto-grants-2009_05
Patent number
US07531556B2

Reaction notes

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