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| | Ethyl 2,4,5-trifluorobenzoylacetate Basic information |
| Product Name: | Ethyl 2,4,5-trifluorobenzoylacetate | | Synonyms: | 3-OXO-3-(2,4,5-TRIFLUORO-PHENYL)-PROPIONIC ACID ETHYL ESTER;ETHYL 3-(2,4,5-TRIFLUOROPHENYL)-3-OXOPROPANOATE;ETHYL 3-OXO-3-(2,4,5-TRIFLUOROPHENYL)PROPANOATE;ETHYL 2,4,5-TRIFLUOROBENZOYLACETATE;2,4,5-Triflurobenzoflacetate;ETHYL 3-OXO-3(2,4,5-TRIFLUOROPHENYL) PROPIONATE;Ethyl (2,4,5-trifluorobenzoyl)acetate, Ethyl 2-(2,4,5-trifluorobenzoyl)ethanoate;ethyl 2,4,5-trifluorobenzoylacetat | | CAS: | 98349-24-7 | | MF: | C11H9F3O3 | | MW: | 246.18 | | EINECS: | | | Product Categories: | Phenyls & Phenyl-Het;Benzoic acid;Phenyls & Phenyl-Het | | Mol File: | 98349-24-7.mol |  |
| | Ethyl 2,4,5-trifluorobenzoylacetate Chemical Properties |
| Melting point | 66-68°C | | Boiling point | 92 °C(Press: 0.08 Torr) | | density | 1.319±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | solubility | soluble in Toluene | | form | powder to crystal | | pka | 10.26±0.50(Predicted) | | color | White to Almost white | | InChI | InChI=1S/C11H9F3O3/c1-2-17-11(16)5-10(15)6-3-8(13)9(14)4-7(6)12/h3-4H,2,5H2,1H3 | | InChIKey | OTCJYVJORKMTHX-UHFFFAOYSA-N | | SMILES | C1(C(=O)CC(=O)OCC)C=C(C(F)=CC=1F)F | | CAS DataBase Reference | 98349-24-7(CAS DataBase Reference) |
| Hazard Codes | C,Xi,T | | Risk Statements | 36/37/38 | | Safety Statements | 26-36/37/39 | | RIDADR | UN2811 6.1 | | HazardClass | IRRITANT | | HS Code | 2918300090 |
| | Ethyl 2,4,5-trifluorobenzoylacetate Usage And Synthesis |
| Chemical Properties | off-white crystall powder | | Uses | Ethyl 2,4,5-Trifluoro-β-oxobenzenepropanoate can be used to prepare aminopyrrolidinyl)quinolinecarboxylates with antitumor activities. | | Synthesis | Step 2. Synthesis of ethyl 3-oxo-3-(2,4,5-trifluorophenyl)propionate (B). Referring to the literature method [Wierenga, W.; Skulnick, H. I. J. Org. Chem. 1979, 44, 310-311], a mixture of monoethyl malonate (0.18 mL, 1.50 mmol) with bipyridine (1 crystal) was dissolved in tetrahydrofuran (THF, 10 mL) and cooled to -75 °C under argon protection . At -75 °C, n-butyllithium (n-BuLi, 2.8 mL, 4.48 mmol, 5.9 eq.) was slowly added. The reaction mixture was warmed to -50 °C and held for about 2 minutes until the pink color no longer faded (to ensure that the amount of n-butyllithium was sufficient to form a divalent anion), and then cooled to -75 °C again. Subsequently, a THF solution (2-3 mL) of 2,4,5-trifluorobenzoyl chloride (0.75 mmol) was slowly added. The reaction mixture was gradually warmed to room temperature, diluted with ethyl acetate (50 mL) and acidified with 1N hydrochloric acid under stirring. The organic phase was washed sequentially with 5% sodium bicarbonate solution (30 mL x 2) and saturated saline (50 mL x 2), dried with anhydrous sodium sulfate and concentrated. The oil obtained was purified by silica gel column chromatography (40 g silica gel column, 20% ethyl acetate in hexane solution, 40 min gradient) to give 185 mg (89% yield) of target product B as a white solid. | | References | [1] Journal of Medicinal Chemistry, 1999, vol. 42, # 19, p. 3899 - 3909
[2] Patent: WO2008/36420, 2008, A2. Location in patent: Page/Page column 45-46
[3] Journal of Medicinal Chemistry, 1991, vol. 34, # 1, p. 168 - 174 |
| | Ethyl 2,4,5-trifluorobenzoylacetate Preparation Products And Raw materials |
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