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2-(4-METHOXYPHENYL)-3-NITRO-2H-CHROMENE synthesis

2synthesis methods
-

Yield:57544-02-2 76%

Reaction Conditions:

with pyrrolidine;benzoic acid in ethanol; for 12 h;Reflux;Inert atmosphere;

Steps:

Typical procedure for the preparation of chromenes 3

General procedure: To a salicylaldehyde 1a (1.1 mmol), β-nitrostyrene 2a (1.0 mmol), pyrrolidine (0.30 mmol) andbenzoic acid (0.30 mmol) in 2.0 mL of anhydrous EtOH were heated at reflux for 12 h under aninert atmosphere. The reaction was monitored by thin-layer chromatography (eluent: nhexane/EtOAc 50:1, V/V). After the reaction finished, the solvent was removed under reducedpressure and the residue was purified by flash column chromatography (eluent: n-hexane/EtOAc50:1, V/V) to provide pure chromene 3a as yellow crystals. Chromenes 3a-i are knowncompounds.

References:

Wang, Ping-An;Zhang, Dong-Xu;Liu, Xue-Ying [ARKIVOC,2014,vol. 2014,# 5,p. 408 - 419]