| Identification | Back Directory | [Name]
4-ethoxy-1,1,1-trichloro-3-buten-2-one | [CAS]
83124-74-7 | [Synonyms]
Regadenoson Impurity 14
1,1,1-Trichloro-4-ethoxy-...
4-ethoxy-1,1,1-trichloro-3-buten-2-one
1-Ethoxy-4,4,4-trichloro-3-oxo-1-butene
3-Buten-2-one, 1,1,1-trichloro-4-ethoxy-
(3E)-1,1,1-Trichloro-4-ethoxy-3-buten-2-one
4-ethoxy-1,1,1-trichloro-3-buten-2-one ISO 9001：2015 REACH | [Molecular Formula]
C6H7Cl3O2 | [MOL File]
83124-74-7.mol | [Molecular Weight]
217.48 |
| Chemical Properties | Back Directory | [Boiling point ]
200℃ | [density ]
1.368 | [Fp ]
72℃ | [InChI]
InChI=1S/C6H7Cl3O2/c1-2-11-4-3-5(10)6(7,8)9/h3-4H,2H2,1H3 | [InChIKey]
VKNLVLNOHCTKII-UHFFFAOYSA-N | [SMILES]
C(Cl)(Cl)(Cl)C(=O)C=COCC |
| Hazard Information | Back Directory | [Synthesis]
Under nitrogen protection, 218.4 g (1.2 mol) of trichloroacetyl chloride was added to a dry round-bottomed flask and the flask was cooled to 0 °C in an ice bath. Subsequently, 172.8 g (2.4 mol) of ethyl vinyl ether was slowly added dropwise to the flask and the reaction temperature was maintained at 0 °C. The reaction mixture was stirred thoroughly under nitrogen atmosphere. After that, the reaction system was slowly warmed to 30 °C and stirring was continued at this temperature for 10 hours to ensure complete reaction. After completion of the reaction, the reaction mixture was refluxed for 3 hours. Finally, the product was purified by distillation under reduced pressure to afford 247.2 g of 1,1,1-trichloro-4-ethoxy-3-buten-2-one as a pale yellow oil (boiling point 117-119 °C, pressure 13 mmHg) in 96.5% yield. | [References]
[1] Patent: CN107056608, 2017, A. Location in patent: Paragraph 0023; 0024
[2] Chemische Berichte, 1982, vol. 115, p. 2766 - 2782
[3] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 1, p. 254 - 257
[4] Patent: CN105503878, 2016, A. Location in patent: Paragraph 0010
[5] Synlett, 2008, # 11, p. 1684 - 1686 |
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