(E)-3-(4-methoxyphenyl)-1-phenyl-prop-2-en-1-one synthesis
- Product Name:(E)-3-(4-methoxyphenyl)-1-phenyl-prop-2-en-1-one
- CAS Number:22252-15-9
- Molecular formula:C16H14O2
- Molecular Weight:238.28
Yield:22252-15-9 99%
Reaction Conditions:
with sodium hydroxide in ethanol at 20; for 48 h;Claisen-Schmidt Condensation;
Steps:
General procedure for synthesizing chalcones (5a-w)
General procedure: Saturated ethanolic NaOH (20 mL) was added under stirringto a solution of acetophenone (3; 250 mg, 2.08 mmol) andappropriate benzaldehydes (4a-w; 2.70 mmol) in ethanol(2.5 mL). The mixture was stirred for 48 h at room temperature.After, the reaction mixture was neutralized withHCl 5% until pH ≈ 7 and extracted with ethyl acetate (3 × 50mL). Then, the organic layer was dried, concentrated, andpurified by flash column chromatography using hexane:EtOAc (1:0-1:1) as eluent, to obtain the correspondingchalcones (5a-w). The compounds 6o-r were obtainedusing acidic media (see Electronic Supplementary Material).
References:
Mellado, Marco;Madrid, Alejandro;Reyna, Mauricio;Weinstein-Oppenheimer, Caroline;Mella, Jaime;Salas, Cristian O.;Sánchez, Elizabeth;Cuellar, Mauricio [Medicinal Chemistry Research,2018,vol. 27,# 11-12,p. 2414 - 2425]
