[(E)-4-Nitrostyryl]phenyl ketone synthesis
- Product Name:[(E)-4-Nitrostyryl]phenyl ketone
- CAS Number:2960-55-6
- Molecular formula:C15H11NO3
- Molecular Weight:253.25
Yield:2960-55-6 217 mg
Reaction Conditions:
with N,N`-dimethylethylenediamine in tetrahydrofuran;water at 55; for 12 h;stereoselective reaction;
Steps:
General Procedure for the synthesis of α,β-unsaturated ketone 5a-5y
General procedure: To a round bottomed flask equipped with a magnetic bar, benzaldehyde 2a (200 mg, 1.15 mmol) and freshly prepared benzoyl Meldrum’s acid 4a (430 mg, 1.73 mmol) were added in 2 mL THF-H2O (5:1). Then the catalyst DMEDA (25 mL, 0.23 mmol) was added and the reaction mixture was allowed to stir for 12 h at 55 °C. After the complete consumption of benzaldehyde 2a (monitored by TLC), reaction mixture was filtered through anhydrous Na2SO4 and the residue was purified by column chromatography over silica gel using ethyl acetate in petroleum ether as eluent. The product 5a was obtained as pale yellow viscous oil in 82% yield (261 mg).
References:
Khopade, Tushar M.;Warghude, Prakash K.;Mete, Trimbak B.;Bhat, Ramakrishna G. [Tetrahedron Letters,2019,vol. 60,# 2,p. 197 - 200] Location in patent:supporting information
