4-PHENOXYPHENYLACETIC ACID synthesis
- Product Name:4-PHENOXYPHENYLACETIC ACID
- CAS Number:6328-74-1
- Molecular formula:C14H12O3
- Molecular Weight:228.24
4664-61-3
6328-74-1
General procedure for the synthesis of 4-phenoxyphenylacetic acid from methyl 2-(4-phenoxyphenyl)acetate: 1N aqueous NaOH solution (7.8 mL) was added to a solution of methyl 4-phenoxyphenylacetate (948 mg, 3.9 mmol) in ethanol (20 mL), and the reaction was stirred at room temperature for 5 hours. After completion of the reaction, the reaction solution was concentrated under reduced pressure and acidified by adding 1N aqueous hydrochloric acid (10 mL). The precipitated white solid was collected by filtration and washed with water and ether sequentially to afford 4-phenoxyphenylacetic acid (813 mg, 91% yield) as a white solid. The product was detected by LC-MS showing m/z 229 [M + H]+, and 1H-NMR (300 MHz, CDCl3) data were as follows: δ 6.91-7.01 (m, 4H), 7.10-7.14 (t, J = 6.6 Hz, 1H), 7.25-7.28 (d, J = 8.4 Hz, 2H), 7.35-7.41 (m, 2H) .
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6328-74-1
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Yield: 91%
Reaction Conditions:
Stage #1:methyl [p-(phenoxy)phenyl]acetate with sodium hydroxide;water in ethanol at 20; for 5 h;
Stage #2: with hydrogenchloride in water
Steps:
B183.2
1 N-NaOH aqueous solution (7.8 mL) was added to an ethanol (20 mL) solution of methyl 4-phenoxyphenylacetate (948 mg, 3.9 mmol), and stirred for 5 hours at room temperature. The reaction solution was concentrated under reduced pressure, and 1 N hydrochloric acid aqueous solution (10 mL) was added. The precipitated white solid was filtered out and washed successively with water and ether to obtain 4-phenoxyphenylacetic acid (813 mg, 91%) as a white solid. LC-MS 229 [M+H]+ 1H-NMR (300MHz, CDCl3); δ 6.92-7.01 (m, 4H), 7.10-7.14 (t, J=6.6Hz, 1H), 7.25-7.28 (d, J=8.4Hz, 2H), 7.35-7.41 (m, 2H)
References:
Takeda Pharmaceutical Company Limited EP1849465, 2007, A1 Location in patent:Page/Page column 139
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6328-74-1
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6328-74-1
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6328-74-1
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92163-15-0
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$32.00/500 mg
6328-74-1
114 suppliers
$20.00/250mg