Identification | Back Directory | [Name]
1-chloro-2-[(E)-2-nitroethenyl]benzene | [CAS]
22568-07-6 | [Synonyms]
1-chloro-2-[(e)-2-nitrovinyl]benzene 1-chloro-2-[(E)-2-nitroethenyl]benzene Benzene, 1-chloro-2-[(1E)-2-nitroethenyl]- Benzene, 1-chloro-2-(2-nitroethenyl)-, (E)- (E)-1-chloro-2-(2-nitrovinyl)benzene(WXC07116) | [Molecular Formula]
C8H6ClNO2 | [MOL File]
22568-07-6.mol | [Molecular Weight]
183.59 |
Hazard Information | Back Directory | [Synthesis]
GENERAL METHOD: Hexylamine (20 mg, 0.2 mmol) was added to a solution of toluene (4 mL) containing 3a (212 mg, 2.0 mmol), silica gel (200 mg) and nitromethane (134 mg, 2.2 mmol). The reaction mixture was stirred at 90 °C for 4 hours. After completion of the reaction, the silica gel was removed by filtration and the filter cake was washed with toluene. The filtrate was concentrated under reduced pressure at 40 °C to give the crude product. The crude product was purified by silica gel column chromatography using heptane-acetone (5:1, v/v) as eluent to afford the target compound 5a (268 mg, 90% yield). | [References]
[1] Tetrahedron Letters, 2018, vol. 59, # 4, p. 392 - 396 [2] Patent: CN105566276, 2016, A. Location in patent: Paragraph 0469; 0470; 0471 [3] Patent: US2014/45872, 2014, A1. Location in patent: Paragraph 0331 [4] Journal of the American Chemical Society, 1934, vol. 56, p. 1556,1558 [5] Journal of the Chemical Society, 1940, p. 446,447 |
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