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ChemicalBook CAS DataBase List 1-chloro-2-[(E)-2-nitroethenyl]benzene
22568-07-6

1-chloro-2-[(E)-2-nitroethenyl]benzene synthesis

7synthesis methods
Nitromethane

75-52-5

2-Chlorobenzaldehyde

89-98-5

1-chloro-2-[(E)-2-nitroethenyl]benzene

22568-07-6

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).

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Yield:22568-07-6 93%

Reaction Conditions:

with (S)-4-amino-2-(((benzyloxy)carbonyl)amino)butanoic acid in ethanol at 30; for 48 h;Henry Nitro Aldol Condensation;Time;Reagent/catalyst;Solvent;

References:

Karadeniz, Leman;Astley, Stephen T. [Research on Chemical Intermediates,2013,vol. 39,# 7,p. 3407 - 3415]