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ChemicalBook CAS DataBase List 3-METHOXY-4-NITROBENZALDEHYDE

3-METHOXY-4-NITROBENZALDEHYDE synthesis

12synthesis methods
-

Yield: 100%

Reaction Conditions:

with dipyridinium dichromate in dichloromethane at 20; for 17 h;

Steps:

C 3-Methoxy-4-nitrobenzaldehyde (44):
A dispersion of (3-methoxy-4-nitrophenyl)methanol (43) (1.4 mmol) and pyridinium dichromate (2.3 mmol) in dry DCM(38 mL) was stirred 17 hours at room temperature and a mixture of celite and silica was added.
The dispersion was filtered and washed with DCM (3x10 mL).
The solvent of the resulting solution was evaporated under vacuum to give a brown residue (1.3 mmol, quantitative yield).
1H NMR (400 MHz, CDCl3) δ 10.05 (s, 1H), 7.92 (d, J = 8.1 Hz, 1H), 7.60 (d, J = 1.3 Hz, 1H), 7.54 (dd, J = 8.1, 1.5 Hz, 1H), 4.03 (s, 3H).

References:

Consejo Superior De Investigaciones Científicas;Universitat Autònoma De Barcelona;Institució Catalana de Recerca i Estudis Avançats;Fundació Institut de Bioenginyeria de Catalunya;Centre National de la Recherche Scientifique (CNRS);Llebaria Soldevila, Amadeo;Gorostiza Langa, Pau;Gomez Santacana, Xavier;Pittolo, Silvia;Giraldo Arjonilla, Jesús;Rovira Algans, Xavier;Goudet, Cyril;Pin, Jean Philippe EP2853565, 2015, A1 Location in patent:Paragraph 0220

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