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| | ethyl 3-hydroxyphenylacetate Basic information |
| Product Name: | ethyl 3-hydroxyphenylacetate | | Synonyms: | (3-Hydroxyphenyl)acetic acid ethyl ester;3-Hydroxyphenylacetic acid ethyl ester;3-Hydroxy-benzeneacetic Acid Ethyl Ester;Ethyl 2-(3-Hydroxyphenyl)acetate;Benzeneaceticacid, 3-hydroxy-, ethyl ester | | CAS: | 22446-38-4 | | MF: | C10H12O3 | | MW: | 180.2 | | EINECS: | | | Product Categories: | Aromatics;1 | | Mol File: | 22446-38-4.mol |  |
| | ethyl 3-hydroxyphenylacetate Chemical Properties |
| Boiling point | 179°C/12mmHg(lit.) | | density | 1.146±0.06 g/cm3(Predicted) | | refractive index | 1.5220 to 1.5270 | | storage temp. | Inert atmosphere,Room Temperature | | solubility | soluble in Dichloromethane, Ethyl Acetate, Toluene | | form | clear liquid | | pka | 9.75±0.10(Predicted) | | color | Light yellow to Yellow to Orange | | Stability: | Store in Freezer |
| | ethyl 3-hydroxyphenylacetate Usage And Synthesis |
| Chemical Properties | Light Yellow Liquid | | Uses | Ethyl 3-hydroxyphenylacetate is a useful synthetic intermediate for the preparation of novel antiinflammatory agents. | | Synthesis | General procedure for the synthesis of ethyl 2-(3-hydroxyphenyl)acetate (S16-2) from ethanol and 3-hydroxyphenylacetic acid: 8 mL of concentrated sulfuric acid was added to a 200 mL ethanol solution of 3-hydroxyphenylacetic acid (S16-1; 10 g, 65.8 mmol). The reaction mixture was heated to reflux overnight. Upon completion of the reaction, the reaction mixture was concentrated under reduced pressure. The residue was dissolved in ethyl acetate and washed with distilled water. The organic layers were combined, washed with saturated brine and dried over anhydrous magnesium sulfate. After filtration, the solvent was removed by evaporation to give the crude product. The crude product was purified by fast column chromatography to afford the target compound S16-2 in colorless oily form in quantitative yield. The structure of the product was confirmed by 1H NMR (500 MHz, CDCl3): δ 7.35 (br, 1H), 7.12 (m, 1H), 6.69-6.78 (m, 3H), 4.12 (m, 2H), 3.53 (s, 2H), 1.21 (m, 3H). | | References | [1] Patent: WO2007/56366, 2007, A2. Location in patent: Page/Page column 26
[2] Patent: WO2007/56497, 2007, A1. Location in patent: Page/Page column 22
[3] Patent: WO2011/44394, 2011, A1. Location in patent: Page/Page column 127-128
[4] Journal of Medicinal Chemistry, 2012, vol. 55, # 14, p. 6427 - 6437
[5] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 1, p. 299 - 302 |
| | ethyl 3-hydroxyphenylacetate Preparation Products And Raw materials |
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