1-Methoxy-4-(2-nitroethyl)benzene synthesis

8synthesis methods

Product Name:1-Methoxy-4-(2-nitroethyl)benzene
CAS Number:31236-71-2
Molecular formula:C9H11NO3
Molecular Weight:181.1885

4-methoxy-alpha-(nitromethyl)benzyl alcohol

38316-05-1
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31236-71-2
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Yield:31236-71-2 78%

Reaction Conditions:

with tri-n-butyl-tin hydride in water at 80; for 0.25 h;Microwave irradiation;Green chemistry;

Steps:

General Procedure for Dehydroxylation of 2-Nitroalcohols 4

General procedure: A heterogeneous mixture of 2-nitroalcohol (4, 1.2 mmol), n-Bu₃SnH (0.38 g,1.3 mmol), and deionized water (2mL) in a 10-mL microwave vessel fitted with a septum was irradiated in a microwave oven at 300W and 80 °C for 5-20 min. The cooled mixture was worked up by extraction with ether, and the extracts were washed with water and dried (Na₂SO₄). The resulting crude product was purified chromatographically on silica gel (eluent: 5:95 ethyl acetate-hexane). The pure nitroalkane products (5) were identified spectroscopically.

References:

Chandrasekhar, Sosale;Shrinidhi, Annadka [Synthetic Communications,2014,vol. 44,# 20,p. 3008 - 3018]