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

HRID 2108721Notes

Reaction equation

HRID 2108721 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 acid

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. 3-Ethoxyphenylacetic acid (6.4 g, 92%). 1H NMR (500 MHz, 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-709ce8c3c46a49f9942b130a37d656b6
Source dataset
uspto-grants-2009_04
Patent number
US07514448B2

Reaction notes

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