| Identification | More | [Name]
Ethyl 4-hydroxyphenylacetate | [CAS]
17138-28-2 | [Synonyms]
4-HYDROXYPHENYLACETIC ACID ETHYL ESTER
AKOS 90925
ETHYL 2-(4-HYDROXYPHENYL)ACETATE
ETHYL 4-HYDROXYPHENYLACETATE
ETHYL-4-HYDROXYPHENYLACETIC ACID
P-HYDROXYPHENYL ACETIC ACID ETHYL ESTER
4-hydroxy-benzeneaceticaciethylester
4-HYDROXYPHENYLACETIC ACID ETHYL ETHER
4-Hydroxybenzeneacetic acid, ethyl ester
4-HYDROXYPHENYLACETIC ACID ETHYL ESTER 95% | [EINECS(EC#)]
241-197-5 | [Molecular Formula]
C10H12O3 | [MDL Number]
MFCD00016491 | [Molecular Weight]
180.2 | [MOL File]
17138-28-2.mol |
| Safety Data | Back Directory | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [TSCA ]
Yes | [HazardClass ]
IRRITANT | [HS Code ]
2916340000 |
| Hazard Information | Back Directory | [Chemical Properties]
Brown Semi-Solid | [Uses]
Ethyl 4-hydroxyphenylacetate is a useful synthetic intermediate for the preparation of novel antiinflammatory agents.
| [Synthesis]
4-Hydroxyphenylacetic acid (10.0 g, 65.7 mmol), anhydrous ethanol (120 mL), and concentrated hydrochloric acid (1 mL) were added to a round bottom flask. The reaction mixture was heated to reflux for 1 h and subsequently cooled to room temperature. The reaction mixture was neutralized in a small amount with saturated aqueous sodium bicarbonate solution. Most of the ethanol was evaporated under reduced pressure. The aqueous phase was extracted with ethyl acetate and the organic phase was sequentially washed well with water and dried with anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the target product ethyl p-hydroxyphenylacetate as an oil (11.8 g, 100% yield). The product was confirmed by NMR hydrogen spectrum (400 MHz, CDCl3): δ 7.13 (d, 2H), 6.76 (d, 2H), 5.10 (s, 1H), 4.15 (q, 2H), 3.36 (s, 2H), 1.26 (t, 3H). | [target]
MAO | [References]
[1] Patent: WO2006/20916, 2006, A2. Location in patent: Page/Page column 79
[2] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 22, p. 8092 - 8105
[3] Synthesis, 2003, # 16, p. 2479 - 2482
[4] Patent: US2003/191181, 2003, A1. Location in patent: Page/Page column 10; 15
[5] Journal of Medicinal Chemistry, 1988, vol. 31, # 8, p. 1651 - 1656 |
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