| Identification | More | [Name]
Ethyl 4-fluoro-3-nitrobenzoate | [CAS]
367-80-6 | [Synonyms]
4-FLUORO-3-NITROBENZOIC ACID ETHYL ESTER
ETHYL 4-FLUORO-3-NITROBENZOATE
RARECHEM AL BI 0858 | [Molecular Formula]
C9H8FNO4 | [MDL Number]
MFCD03428515 | [Molecular Weight]
213.16 | [MOL File]
367-80-6.mol |
| Hazard Information | Back Directory | [Synthesis]
Step 1: 5.00 g (27.0 mmol) of 4-fluoro-3-nitrobenzoic acid was dissolved in 50 mL of saturated ethanolic hydrochloric acid solution (1.25 M) and the reaction was refluxed for 15 hours. After completion of the reaction, the reaction mixture was evaporated using a rotary evaporator. Purification by fast column chromatography [silica gel, eluent petroleum ether/ethyl acetate (4:1)] afforded 5.48 g (25.7 mmol, 95%) of ethyl 4-fluoro-3-nitrobenzoate as a colorless solid. Thin layer chromatography (TLC) Rf = 0.48 [silica gel, petroleum ether/ethyl acetate (4:1)]. Mass Spectrometry (ESI) m/z: [M + H]+ calculated value of 214. | [References]
[1] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 7, p. 1859 - 1863
[2] Patent: US2007/112033, 2007, A1. Location in patent: Page/Page column 17-18
[3] Patent: US2013/79306, 2013, A1. Location in patent: Paragraph 0226; 0227; 0228; 0229
[4] Journal of Medicinal Chemistry, 2012, vol. 55, # 16, p. 7262 - 7272
[5] Journal of Medicinal Chemistry, 2018, vol. 61, # 4, p. 1646 - 1663 |
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