Benzene, 1,3-dimethoxy-5-(2-nitroethenyl)-, (E)- synthesis
- Product Name:Benzene, 1,3-dimethoxy-5-(2-nitroethenyl)-, (E)-
- CAS Number:86255-43-8
- Molecular formula:C10H11NO4
- Molecular Weight:209.2
Yield:86255-43-8 90%
Reaction Conditions:
with ammonium acetate;acetic acid at 80; for 0.5 h;
Steps:
Synthesis of 1,3-dimethoxy-5-(E)-2-nitrovinylbenzene (7)
A mixture of 3,5-dimethoxybenzaldehyde 6 (2.0 g 12 mmol), ammonium acetate (3.0 g, 50 mmol) and nitromethane (1.5 mL,20 mmol) in acetic acid (20 mL) was heated to 80 °C for 30 min and then cooled to room temperature. Ice (100 g) was added to the mixture and the yellow precipitate was filtered off. Further purification using column chromatography over silica gel using hexane as eluent provided1,3-dimethoxy-5-{(E)-2-nitrovinyl}benzene 7 as a bright yellow solid.Yield 2.3 g (90%);
References:
Limaye, Rohan A.;Joseph, Augustine R.;Natu, Arun D.;Paradkar, Madhusudan V. [Journal of Chemical Research,2015,vol. 39,# 4,p. 191 - 194]
7311-34-4
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