2-(3-ethoxyphenyl)acetic acid synthesis

6synthesis methods

Product Name:2-(3-ethoxyphenyl)acetic acid
CAS Number:72775-83-8
Molecular formula:C10H12O3
Molecular Weight:180.2

Benzeneacetic acid, 3-ethoxy-, methyl ester

139988-02-6
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72775-83-8
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Yield:72775-83-8 92%

Reaction Conditions:

Stage #1: methyl 3-ethoxyphenylacetatewith sodium hydroxide;ethanol;water at 20; for 0.5 h;
Stage #2: with hydrogenchloride in ethanol;water;

Steps:

3-Ethoxyphenylacetic acid:; Methyl 3-ethoxyphenylacetate (7.5 g, 38.6 mmol) was dissolved in ethanol (15 mL) and IN NaOH (40 mL) was added. The mixture was stirred at room temperature for 30 minutes then acidified by addition of IN hydrochloric acid (45 mL). A white precipitate formed which was filtered, washed with IN HCI, water and dried. 3-Ethoxyphenylacetic acid (6.4 g, 92 %). 1H NMR (500 MHz, CDC13) 8 7.20 (lH, dd), 6.8 (3H, m), 4.0 (2H, q), 3.6 (2H, s), 1.4 (3H, t).

References:

WO2005/103050,2005,A2 Location in patent:Page/Page column 170-171